@librechat/agents 3.0.773 → 3.0.775

package/dist/cjs/messages/cache.cjs

@@ -1,10 +1,10 @@
 'use strict';
 
+var messages = require('@langchain/core/messages');
 var _enum = require('../common/enum.cjs');
 
 /**
  * Deep clones a message's content to prevent mutation of the original.
- * Handles both string and array content types.
  */
 function deepCloneContent(content) {
     if (typeof content === 'string') {
@@ -16,36 +16,63 @@ function deepCloneContent(content) {
     return content;
 }
 /**
- * Clones a message with deep-cloned content.
- * For LangChain messages, also syncs lc_kwargs.content.
+ * Simple shallow clone with deep-cloned content.
+ * Used for stripping cache control where we don't need proper LangChain instances.
  */
-function cloneMessageWithContent(message) {
-    if (message.content === undefined) {
-        return { ...message };
-    }
-    const clonedContent = deepCloneContent(message.content);
-    const cloned = {
+function shallowCloneMessage(message) {
+    return {
         ...message,
-        content: clonedContent,
+        content: deepCloneContent(message.content ?? ''),
     };
-    const lcKwargs = cloned.lc_kwargs;
-    if (lcKwargs != null) {
-        cloned.lc_kwargs = {
-            ...lcKwargs,
-            content: clonedContent,
-        };
-    }
-    return cloned;
 }
 /**
- * Syncs lc_kwargs.content with message.content after modifications.
- * Call this after all content modifications are done.
+ * Creates a new LangChain message instance with the given content.
+ * Required when adding cache points to ensure proper serialization.
  */
-function syncLcKwargs(message) {
-    const lcKwargs = message.lc_kwargs;
+function createNewMessage(message, content) {
+    if ('getType' in message && typeof message.getType === 'function') {
+        const baseMsg = message;
+        const msgType = baseMsg.getType();
+        const baseFields = {
+            content,
+            name: baseMsg.name,
+            additional_kwargs: { ...baseMsg.additional_kwargs },
+            response_metadata: { ...baseMsg.response_metadata },
+            id: baseMsg.id,
+        };
+        switch (msgType) {
+            case 'human':
+                return new messages.HumanMessage(baseFields);
+            case 'ai': {
+                const aiMsg = baseMsg;
+                return new messages.AIMessage({
+                    ...baseFields,
+                    tool_calls: aiMsg.tool_calls ? [...aiMsg.tool_calls] : [],
+                    invalid_tool_calls: aiMsg.invalid_tool_calls
+                        ? [...aiMsg.invalid_tool_calls]
+                        : [],
+                    usage_metadata: aiMsg.usage_metadata,
+                });
+            }
+            case 'system':
+                return new messages.SystemMessage(baseFields);
+            case 'tool': {
+                const toolMsg = baseMsg;
+                return new messages.ToolMessage({
+                    ...baseFields,
+                    tool_call_id: toolMsg.tool_call_id,
+                    status: toolMsg.status,
+                    artifact: toolMsg.artifact,
+                });
+            }
+        }
+    }
+    const cloned = { ...message, content };
+    const lcKwargs = cloned.lc_kwargs;
     if (lcKwargs != null) {
-        lcKwargs.content = message.content;
+        cloned.lc_kwargs = { ...lcKwargs, content };
     }
+    return cloned;
 }
 /**
  * Checks if a message's content needs cache control stripping.
@@ -78,55 +105,60 @@ function addCacheControl(messages) {
     let userMessagesModified = 0;
     for (let i = updatedMessages.length - 1; i >= 0; i--) {
         const originalMessage = updatedMessages[i];
+        const content = originalMessage.content;
         const isUserMessage = ('getType' in originalMessage && originalMessage.getType() === 'human') ||
             ('role' in originalMessage && originalMessage.role === 'user');
-        const hasArrayContent = Array.isArray(originalMessage.content);
+        const hasArrayContent = Array.isArray(content);
         const needsStripping = hasArrayContent &&
-            needsCacheStripping(originalMessage.content);
+            needsCacheStripping(content);
         const needsCacheAdd = userMessagesModified < 2 &&
             isUserMessage &&
-            (typeof originalMessage.content === 'string' || hasArrayContent);
+            (typeof content === 'string' || hasArrayContent);
         if (!needsStripping && !needsCacheAdd) {
             continue;
         }
-        const message = cloneMessageWithContent(originalMessage);
-        updatedMessages[i] = message;
+        let workingContent;
         if (hasArrayContent) {
-            message.content = message.content.filter((block) => !isCachePoint(block));
-            for (let j = 0; j < message.content.length; j++) {
-                const block = message.content[j];
+            workingContent = deepCloneContent(content).filter((block) => !isCachePoint(block));
+            for (let j = 0; j < workingContent.length; j++) {
+                const block = workingContent[j];
                 if ('cache_control' in block) {
                     delete block.cache_control;
                 }
             }
         }
+        else if (typeof content === 'string') {
+            workingContent = [
+                { type: 'text', text: content },
+            ];
+        }
+        else {
+            workingContent = [];
+        }
         if (userMessagesModified >= 2 || !isUserMessage) {
-            syncLcKwargs(message);
+            updatedMessages[i] = shallowCloneMessage(originalMessage);
+            updatedMessages[i].content = workingContent;
             continue;
         }
-        if (typeof message.content === 'string') {
-            message.content = [
-                {
-                    type: 'text',
-                    text: message.content,
-                    cache_control: { type: 'ephemeral' },
-                },
-            ];
-            userMessagesModified++;
-        }
-        else if (Array.isArray(message.content)) {
-            for (let j = message.content.length - 1; j >= 0; j--) {
-                const contentPart = message.content[j];
-                if ('type' in contentPart && contentPart.type === 'text') {
-                    contentPart.cache_control = {
-                        type: 'ephemeral',
-                    };
-                    userMessagesModified++;
-                    break;
-                }
+        let cacheAdded = false;
+        for (let j = workingContent.length - 1; j >= 0; j--) {
+            const contentPart = workingContent[j];
+            if ('type' in contentPart && contentPart.type === 'text') {
+                contentPart.cache_control = {
+                    type: 'ephemeral',
+                };
+                cacheAdded = true;
+                userMessagesModified++;
+                break;
             }
         }
-        syncLcKwargs(message);
+        if (cacheAdded) {
+            updatedMessages[i] = createNewMessage(originalMessage, workingContent);
+        }
+        else {
+            updatedMessages[i] = shallowCloneMessage(originalMessage);
+            updatedMessages[i].content = workingContent;
+        }
     }
     return updatedMessages;
 }
@@ -162,7 +194,7 @@ function stripAnthropicCacheControl(messages) {
         if (!Array.isArray(content) || !hasAnthropicCacheControl(content)) {
             continue;
         }
-        const message = cloneMessageWithContent(originalMessage);
+        const message = shallowCloneMessage(originalMessage);
         updatedMessages[i] = message;
         for (let j = 0; j < message.content.length; j++) {
             const block = message.content[j];
@@ -199,7 +231,7 @@ function stripBedrockCacheControl(messages) {
         if (!Array.isArray(content) || !hasBedrockCachePoint(content)) {
             continue;
         }
-        const message = cloneMessageWithContent(originalMessage);
+        const message = shallowCloneMessage(originalMessage);
         updatedMessages[i] = message;
         message.content = message.content.filter((block) => !isCachePoint(block));
     }
@@ -239,68 +271,67 @@ function addBedrockCacheControl(messages) {
         if (!needsStripping && !needsCacheAdd) {
             continue;
         }
-        const message = cloneMessageWithContent(originalMessage);
-        updatedMessages[i] = message;
+        let workingContent;
         if (hasArrayContent) {
-            message.content = message.content.filter((block) => !isCachePoint(block));
-            for (let j = 0; j < message.content.length; j++) {
-                const block = message.content[j];
+            workingContent = deepCloneContent(content).filter((block) => !isCachePoint(block));
+            for (let j = 0; j < workingContent.length; j++) {
+                const block = workingContent[j];
                 if ('cache_control' in block) {
                     delete block.cache_control;
                 }
             }
         }
+        else if (typeof content === 'string') {
+            workingContent = [{ type: _enum.ContentTypes.TEXT, text: content }];
+        }
+        else {
+            workingContent = [];
+        }
         if (messagesModified >= 2 || isToolMessage || isEmptyString) {
-            syncLcKwargs(message);
+            updatedMessages[i] = shallowCloneMessage(originalMessage);
+            updatedMessages[i].content = workingContent;
             continue;
         }
-        if (typeof message.content === 'string') {
-            message.content = [
-                { type: _enum.ContentTypes.TEXT, text: message.content },
-                { cachePoint: { type: 'default' } },
-            ];
-            messagesModified++;
-            syncLcKwargs(message);
+        if (workingContent.length === 0) {
             continue;
         }
-        if (Array.isArray(message.content)) {
-            let hasCacheableContent = false;
-            for (const block of message.content) {
-                if (block.type === _enum.ContentTypes.TEXT) {
-                    if (typeof block.text === 'string' && block.text !== '') {
-                        hasCacheableContent = true;
-                        break;
-                    }
-                }
-            }
-            if (!hasCacheableContent) {
-                syncLcKwargs(message);
-                continue;
-            }
-            let inserted = false;
-            for (let j = message.content.length - 1; j >= 0; j--) {
-                const block = message.content[j];
-                const type = block.type;
-                if (type === _enum.ContentTypes.TEXT || type === 'text') {
-                    const text = block.text;
-                    if (text === '' || text === undefined) {
-                        continue;
-                    }
-                    message.content.splice(j + 1, 0, {
-                        cachePoint: { type: 'default' },
-                    });
-                    inserted = true;
+        let hasCacheableContent = false;
+        for (const block of workingContent) {
+            if (block.type === _enum.ContentTypes.TEXT) {
+                if (typeof block.text === 'string' && block.text !== '') {
+                    hasCacheableContent = true;
                     break;
                 }
             }
-            if (!inserted) {
-                message.content.push({
+        }
+        if (!hasCacheableContent) {
+            updatedMessages[i] = shallowCloneMessage(originalMessage);
+            updatedMessages[i].content = workingContent;
+            continue;
+        }
+        let inserted = false;
+        for (let j = workingContent.length - 1; j >= 0; j--) {
+            const block = workingContent[j];
+            const type = block.type;
+            if (type === _enum.ContentTypes.TEXT || type === 'text') {
+                const text = block.text;
+                if (text === '' || text === undefined) {
+                    continue;
+                }
+                workingContent.splice(j + 1, 0, {
                     cachePoint: { type: 'default' },
                 });
+                inserted = true;
+                break;
             }
-            messagesModified++;
         }
-        syncLcKwargs(message);
+        if (!inserted) {
+            workingContent.push({
+                cachePoint: { type: 'default' },
+            });
+        }
+        updatedMessages[i] = createNewMessage(originalMessage, workingContent);
+        messagesModified++;
     }
     return updatedMessages;
 }

package/dist/cjs/messages/cache.cjs.map

@@ -1 +1 @@
-{"version":3,"file":"cache.cjs","sources":["../../../src/messages/cache.ts"],"sourcesContent":["import { BaseMessage, MessageContentComplex } from '@langchain/core/messages';\nimport type { AnthropicMessage } from '@/types/messages';\nimport type Anthropic from '@anthropic-ai/sdk';\nimport { ContentTypes } from '@/common/enum';\n\ntype MessageWithContent = {\n  content?: string | MessageContentComplex[];\n};\n\n/**\n * Deep clones a message's content to prevent mutation of the original.\n * Handles both string and array content types.\n */\nfunction deepCloneContent<T extends string | MessageContentComplex[]>(\n  content: T\n): T {\n  if (typeof content === 'string') {\n    return content;\n  }\n  if (Array.isArray(content)) {\n    return content.map((block) => ({ ...block })) as T;\n  }\n  return content;\n}\n\n/**\n * Clones a message with deep-cloned content.\n * For LangChain messages, also syncs lc_kwargs.content.\n */\nfunction cloneMessageWithContent<T extends MessageWithContent>(message: T): T {\n  if (message.content === undefined) {\n    return { ...message };\n  }\n\n  const clonedContent = deepCloneContent(message.content);\n  const cloned = {\n    ...message,\n    content: clonedContent,\n  } as T;\n\n  const lcKwargs = (cloned as Record<string, unknown>).lc_kwargs as\n    | Record<string, unknown>\n    | undefined;\n  if (lcKwargs != null) {\n    (cloned as Record<string, unknown>).lc_kwargs = {\n      ...lcKwargs,\n      content: clonedContent,\n    };\n  }\n\n  return cloned;\n}\n\n/**\n * Syncs lc_kwargs.content with message.content after modifications.\n * Call this after all content modifications are done.\n */\nfunction syncLcKwargs<T extends MessageWithContent>(message: T): void {\n  const lcKwargs = (message as Record<string, unknown>).lc_kwargs as\n    | Record<string, unknown>\n    | undefined;\n  if (lcKwargs != null) {\n    lcKwargs.content = message.content;\n  }\n}\n\n/**\n * Checks if a message's content needs cache control stripping.\n * Returns true if content has cachePoint blocks or cache_control fields.\n */\nfunction needsCacheStripping(content: MessageContentComplex[]): boolean {\n  for (let i = 0; i < content.length; i++) {\n    const block = content[i];\n    if (isCachePoint(block)) return true;\n    if ('cache_control' in block) return true;\n  }\n  return false;\n}\n\n/**\n * Anthropic API: Adds cache control to the appropriate user messages in the payload.\n * Strips ALL existing cache control (both Anthropic and Bedrock formats) from all messages,\n * then adds fresh cache control to the last 2 user messages in a single backward pass.\n * This ensures we don't accumulate stale cache points across multiple turns.\n * Returns a new array - only clones messages that require modification.\n * @param messages - The array of message objects.\n * @returns - A new array of message objects with cache control added.\n */\nexport function addCacheControl<T extends AnthropicMessage | BaseMessage>(\n  messages: T[]\n): T[] {\n  if (!Array.isArray(messages) || messages.length < 2) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n  let userMessagesModified = 0;\n\n  for (let i = updatedMessages.length - 1; i >= 0; i--) {\n    const originalMessage = updatedMessages[i];\n    const isUserMessage =\n      ('getType' in originalMessage && originalMessage.getType() === 'human') ||\n      ('role' in originalMessage && originalMessage.role === 'user');\n\n    const hasArrayContent = Array.isArray(originalMessage.content);\n    const needsStripping =\n      hasArrayContent &&\n      needsCacheStripping(originalMessage.content as MessageContentComplex[]);\n    const needsCacheAdd =\n      userMessagesModified < 2 &&\n      isUserMessage &&\n      (typeof originalMessage.content === 'string' || hasArrayContent);\n\n    if (!needsStripping && !needsCacheAdd) {\n      continue;\n    }\n\n    const message = cloneMessageWithContent(\n      originalMessage as MessageWithContent\n    ) as T;\n    updatedMessages[i] = message;\n\n    if (hasArrayContent) {\n      message.content = (message.content as MessageContentComplex[]).filter(\n        (block) => !isCachePoint(block as MessageContentComplex)\n      ) as typeof message.content;\n\n      for (\n        let j = 0;\n        j < (message.content as MessageContentComplex[]).length;\n        j++\n      ) {\n        const block = (message.content as MessageContentComplex[])[j] as Record<\n          string,\n          unknown\n        >;\n        if ('cache_control' in block) {\n          delete block.cache_control;\n        }\n      }\n    }\n\n    if (userMessagesModified >= 2 || !isUserMessage) {\n      syncLcKwargs(message);\n      continue;\n    }\n\n    if (typeof message.content === 'string') {\n      message.content = [\n        {\n          type: 'text',\n          text: message.content,\n          cache_control: { type: 'ephemeral' },\n        },\n      ];\n      userMessagesModified++;\n    } else if (Array.isArray(message.content)) {\n      for (let j = message.content.length - 1; j >= 0; j--) {\n        const contentPart = message.content[j];\n        if ('type' in contentPart && contentPart.type === 'text') {\n          (contentPart as Anthropic.TextBlockParam).cache_control = {\n            type: 'ephemeral',\n          };\n          userMessagesModified++;\n          break;\n        }\n      }\n    }\n\n    syncLcKwargs(message);\n  }\n\n  return updatedMessages;\n}\n\n/**\n * Checks if a content block is a cache point\n */\nfunction isCachePoint(block: MessageContentComplex): boolean {\n  return 'cachePoint' in block && !('type' in block);\n}\n\n/**\n * Checks if a message's content has Anthropic cache_control fields.\n */\nfunction hasAnthropicCacheControl(content: MessageContentComplex[]): boolean {\n  for (let i = 0; i < content.length; i++) {\n    if ('cache_control' in content[i]) return true;\n  }\n  return false;\n}\n\n/**\n * Removes all Anthropic cache_control fields from messages\n * Used when switching from Anthropic to Bedrock provider\n * Returns a new array - only clones messages that require modification.\n */\nexport function stripAnthropicCacheControl<T extends MessageWithContent>(\n  messages: T[]\n): T[] {\n  if (!Array.isArray(messages)) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n\n  for (let i = 0; i < updatedMessages.length; i++) {\n    const originalMessage = updatedMessages[i];\n    const content = originalMessage.content;\n\n    if (!Array.isArray(content) || !hasAnthropicCacheControl(content)) {\n      continue;\n    }\n\n    const message = cloneMessageWithContent(originalMessage);\n    updatedMessages[i] = message;\n\n    for (\n      let j = 0;\n      j < (message.content as MessageContentComplex[]).length;\n      j++\n    ) {\n      const block = (message.content as MessageContentComplex[])[j] as Record<\n        string,\n        unknown\n      >;\n      if ('cache_control' in block) {\n        delete block.cache_control;\n      }\n    }\n  }\n\n  return updatedMessages;\n}\n\n/**\n * Checks if a message's content has Bedrock cachePoint blocks.\n */\nfunction hasBedrockCachePoint(content: MessageContentComplex[]): boolean {\n  for (let i = 0; i < content.length; i++) {\n    if (isCachePoint(content[i])) return true;\n  }\n  return false;\n}\n\n/**\n * Removes all Bedrock cachePoint blocks from messages\n * Used when switching from Bedrock to Anthropic provider\n * Returns a new array - only clones messages that require modification.\n */\nexport function stripBedrockCacheControl<T extends MessageWithContent>(\n  messages: T[]\n): T[] {\n  if (!Array.isArray(messages)) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n\n  for (let i = 0; i < updatedMessages.length; i++) {\n    const originalMessage = updatedMessages[i];\n    const content = originalMessage.content;\n\n    if (!Array.isArray(content) || !hasBedrockCachePoint(content)) {\n      continue;\n    }\n\n    const message = cloneMessageWithContent(originalMessage);\n    updatedMessages[i] = message;\n\n    message.content = (message.content as MessageContentComplex[]).filter(\n      (block) => !isCachePoint(block as MessageContentComplex)\n    ) as typeof content;\n  }\n\n  return updatedMessages;\n}\n\n/**\n * Adds Bedrock Converse API cache points to the last two messages.\n * Inserts `{ cachePoint: { type: 'default' } }` as a separate content block\n * immediately after the last text block in each targeted message.\n * Strips ALL existing cache control (both Bedrock and Anthropic formats) from all messages,\n * then adds fresh cache points to the last 2 messages in a single backward pass.\n * This ensures we don't accumulate stale cache points across multiple turns.\n * Returns a new array - only clones messages that require modification.\n * @param messages - The array of message objects.\n * @returns - A new array of message objects with cache points added.\n */\nexport function addBedrockCacheControl<\n  T extends Partial<BaseMessage> & MessageWithContent,\n>(messages: T[]): T[] {\n  if (!Array.isArray(messages) || messages.length < 2) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n  let messagesModified = 0;\n\n  for (let i = updatedMessages.length - 1; i >= 0; i--) {\n    const originalMessage = updatedMessages[i];\n    const isToolMessage =\n      'getType' in originalMessage &&\n      typeof originalMessage.getType === 'function' &&\n      originalMessage.getType() === 'tool';\n\n    const content = originalMessage.content;\n    const hasArrayContent = Array.isArray(content);\n    const needsStripping =\n      hasArrayContent &&\n      needsCacheStripping(content as MessageContentComplex[]);\n    const isEmptyString = typeof content === 'string' && content === '';\n    const needsCacheAdd =\n      messagesModified < 2 &&\n      !isToolMessage &&\n      !isEmptyString &&\n      (typeof content === 'string' || hasArrayContent);\n\n    if (!needsStripping && !needsCacheAdd) {\n      continue;\n    }\n\n    const message = cloneMessageWithContent(originalMessage);\n    updatedMessages[i] = message;\n\n    if (hasArrayContent) {\n      message.content = (message.content as MessageContentComplex[]).filter(\n        (block) => !isCachePoint(block)\n      ) as typeof content;\n\n      for (\n        let j = 0;\n        j < (message.content as MessageContentComplex[]).length;\n        j++\n      ) {\n        const block = (message.content as MessageContentComplex[])[j] as Record<\n          string,\n          unknown\n        >;\n        if ('cache_control' in block) {\n          delete block.cache_control;\n        }\n      }\n    }\n\n    if (messagesModified >= 2 || isToolMessage || isEmptyString) {\n      syncLcKwargs(message);\n      continue;\n    }\n\n    if (typeof message.content === 'string') {\n      message.content = [\n        { type: ContentTypes.TEXT, text: message.content },\n        { cachePoint: { type: 'default' } },\n      ] as MessageContentComplex[];\n      messagesModified++;\n      syncLcKwargs(message);\n      continue;\n    }\n\n    if (Array.isArray(message.content)) {\n      let hasCacheableContent = false;\n      for (const block of message.content) {\n        if (block.type === ContentTypes.TEXT) {\n          if (typeof block.text === 'string' && block.text !== '') {\n            hasCacheableContent = true;\n            break;\n          }\n        }\n      }\n\n      if (!hasCacheableContent) {\n        syncLcKwargs(message);\n        continue;\n      }\n\n      let inserted = false;\n      for (let j = message.content.length - 1; j >= 0; j--) {\n        const block = message.content[j] as MessageContentComplex;\n        const type = (block as { type?: string }).type;\n        if (type === ContentTypes.TEXT || type === 'text') {\n          const text = (block as { text?: string }).text;\n          if (text === '' || text === undefined) {\n            continue;\n          }\n          message.content.splice(j + 1, 0, {\n            cachePoint: { type: 'default' },\n          } as MessageContentComplex);\n          inserted = true;\n          break;\n        }\n      }\n      if (!inserted) {\n        message.content.push({\n          cachePoint: { type: 'default' },\n        } as MessageContentComplex);\n      }\n      messagesModified++;\n    }\n\n    syncLcKwargs(message);\n  }\n\n  return 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array of message objects.\n * @returns - A new array of message objects with cache points added.\n */\nexport function addBedrockCacheControl<\n  T extends Partial<BaseMessage> & MessageWithContent,\n>(messages: T[]): T[] {\n  if (!Array.isArray(messages) || messages.length < 2) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n  let messagesModified = 0;\n\n  for (let i = updatedMessages.length - 1; i >= 0; i--) {\n    const originalMessage = updatedMessages[i];\n    const isToolMessage =\n      'getType' in originalMessage &&\n      typeof originalMessage.getType === 'function' &&\n      originalMessage.getType() === 'tool';\n\n    const content = originalMessage.content;\n    const hasArrayContent = Array.isArray(content);\n    const needsStripping =\n      hasArrayContent &&\n      needsCacheStripping(content as MessageContentComplex[]);\n    const isEmptyString = typeof content === 'string' && content === '';\n    const needsCacheAdd =\n      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package/dist/esm/messages/cache.mjs

@@ -1,8 +1,8 @@
+import { ToolMessage, SystemMessage, AIMessage, HumanMessage } from '@langchain/core/messages';
 import { ContentTypes } from '../common/enum.mjs';
 
 /**
  * Deep clones a message's content to prevent mutation of the original.
- * Handles both string and array content types.
  */
 function deepCloneContent(content) {
     if (typeof content === 'string') {
@@ -14,36 +14,63 @@ function deepCloneContent(content) {
     return content;
 }
 /**
- * Clones a message with deep-cloned content.
- * For LangChain messages, also syncs lc_kwargs.content.
+ * Simple shallow clone with deep-cloned content.
+ * Used for stripping cache control where we don't need proper LangChain instances.
  */
-function cloneMessageWithContent(message) {
-    if (message.content === undefined) {
-        return { ...message };
-    }
-    const clonedContent = deepCloneContent(message.content);
-    const cloned = {
+function shallowCloneMessage(message) {
+    return {
         ...message,
-        content: clonedContent,
+        content: deepCloneContent(message.content ?? ''),
     };
-    const lcKwargs = cloned.lc_kwargs;
-    if (lcKwargs != null) {
-        cloned.lc_kwargs = {
-            ...lcKwargs,
-            content: clonedContent,
-        };
-    }
-    return cloned;
 }
 /**
- * Syncs lc_kwargs.content with message.content after modifications.
- * Call this after all content modifications are done.
+ * Creates a new LangChain message instance with the given content.
+ * Required when adding cache points to ensure proper serialization.
  */
-function syncLcKwargs(message) {
-    const lcKwargs = message.lc_kwargs;
+function createNewMessage(message, content) {
+    if ('getType' in message && typeof message.getType === 'function') {
+        const baseMsg = message;
+        const msgType = baseMsg.getType();
+        const baseFields = {
+            content,
+            name: baseMsg.name,
+            additional_kwargs: { ...baseMsg.additional_kwargs },
+            response_metadata: { ...baseMsg.response_metadata },
+            id: baseMsg.id,
+        };
+        switch (msgType) {
+            case 'human':
+                return new HumanMessage(baseFields);
+            case 'ai': {
+                const aiMsg = baseMsg;
+                return new AIMessage({
+                    ...baseFields,
+                    tool_calls: aiMsg.tool_calls ? [...aiMsg.tool_calls] : [],
+                    invalid_tool_calls: aiMsg.invalid_tool_calls
+                        ? [...aiMsg.invalid_tool_calls]
+                        : [],
+                    usage_metadata: aiMsg.usage_metadata,
+                });
+            }
+            case 'system':
+                return new SystemMessage(baseFields);
+            case 'tool': {
+                const toolMsg = baseMsg;
+                return new ToolMessage({
+                    ...baseFields,
+                    tool_call_id: toolMsg.tool_call_id,
+                    status: toolMsg.status,
+                    artifact: toolMsg.artifact,
+                });
+            }
+        }
+    }
+    const cloned = { ...message, content };
+    const lcKwargs = cloned.lc_kwargs;
     if (lcKwargs != null) {
-        lcKwargs.content = message.content;
+        cloned.lc_kwargs = { ...lcKwargs, content };
     }
+    return cloned;
 }
 /**
  * Checks if a message's content needs cache control stripping.
@@ -76,55 +103,60 @@ function addCacheControl(messages) {
     let userMessagesModified = 0;
     for (let i = updatedMessages.length - 1; i >= 0; i--) {
         const originalMessage = updatedMessages[i];
+        const content = originalMessage.content;
         const isUserMessage = ('getType' in originalMessage && originalMessage.getType() === 'human') ||
             ('role' in originalMessage && originalMessage.role === 'user');
-        const hasArrayContent = Array.isArray(originalMessage.content);
+        const hasArrayContent = Array.isArray(content);
         const needsStripping = hasArrayContent &&
-            needsCacheStripping(originalMessage.content);
+            needsCacheStripping(content);
         const needsCacheAdd = userMessagesModified < 2 &&
             isUserMessage &&
-            (typeof originalMessage.content === 'string' || hasArrayContent);
+            (typeof content === 'string' || hasArrayContent);
         if (!needsStripping && !needsCacheAdd) {
             continue;
         }
-        const message = cloneMessageWithContent(originalMessage);
-        updatedMessages[i] = message;
+        let workingContent;
         if (hasArrayContent) {
-            message.content = message.content.filter((block) => !isCachePoint(block));
-            for (let j = 0; j < message.content.length; j++) {
-                const block = message.content[j];
+            workingContent = deepCloneContent(content).filter((block) => !isCachePoint(block));
+            for (let j = 0; j < workingContent.length; j++) {
+                const block = workingContent[j];
                 if ('cache_control' in block) {
                     delete block.cache_control;
                 }
             }
         }
+        else if (typeof content === 'string') {
+            workingContent = [
+                { type: 'text', text: content },
+            ];
+        }
+        else {
+            workingContent = [];
+        }
         if (userMessagesModified >= 2 || !isUserMessage) {
-            syncLcKwargs(message);
+            updatedMessages[i] = shallowCloneMessage(originalMessage);
+            updatedMessages[i].content = workingContent;
             continue;
         }
-        if (typeof message.content === 'string') {
-            message.content = [
-                {
-                    type: 'text',
-                    text: message.content,
-                    cache_control: { type: 'ephemeral' },
-                },
-            ];
-            userMessagesModified++;
-        }
-        else if (Array.isArray(message.content)) {
-            for (let j = message.content.length - 1; j >= 0; j--) {
-                const contentPart = message.content[j];
-                if ('type' in contentPart && contentPart.type === 'text') {
-                    contentPart.cache_control = {
-                        type: 'ephemeral',
-                    };
-                    userMessagesModified++;
-                    break;
-                }
+        let cacheAdded = false;
+        for (let j = workingContent.length - 1; j >= 0; j--) {
+            const contentPart = workingContent[j];
+            if ('type' in contentPart && contentPart.type === 'text') {
+                contentPart.cache_control = {
+                    type: 'ephemeral',
+                };
+                cacheAdded = true;
+                userMessagesModified++;
+                break;
             }
         }
-        syncLcKwargs(message);
+        if (cacheAdded) {
+            updatedMessages[i] = createNewMessage(originalMessage, workingContent);
+        }
+        else {
+            updatedMessages[i] = shallowCloneMessage(originalMessage);
+            updatedMessages[i].content = workingContent;
+        }
     }
     return updatedMessages;
 }
@@ -160,7 +192,7 @@ function stripAnthropicCacheControl(messages) {
         if (!Array.isArray(content) || !hasAnthropicCacheControl(content)) {
             continue;
         }
-        const message = cloneMessageWithContent(originalMessage);
+        const message = shallowCloneMessage(originalMessage);
         updatedMessages[i] = message;
         for (let j = 0; j < message.content.length; j++) {
             const block = message.content[j];
@@ -197,7 +229,7 @@ function stripBedrockCacheControl(messages) {
         if (!Array.isArray(content) || !hasBedrockCachePoint(content)) {
             continue;
         }
-        const message = cloneMessageWithContent(originalMessage);
+        const message = shallowCloneMessage(originalMessage);
         updatedMessages[i] = message;
         message.content = message.content.filter((block) => !isCachePoint(block));
     }
@@ -237,68 +269,67 @@ function addBedrockCacheControl(messages) {
         if (!needsStripping && !needsCacheAdd) {
             continue;
         }
-        const message = cloneMessageWithContent(originalMessage);
-        updatedMessages[i] = message;
+        let workingContent;
         if (hasArrayContent) {
-            message.content = message.content.filter((block) => !isCachePoint(block));
-            for (let j = 0; j < message.content.length; j++) {
-                const block = message.content[j];
+            workingContent = deepCloneContent(content).filter((block) => !isCachePoint(block));
+            for (let j = 0; j < workingContent.length; j++) {
+                const block = workingContent[j];
                 if ('cache_control' in block) {
                     delete block.cache_control;
                 }
             }
         }
+        else if (typeof content === 'string') {
+            workingContent = [{ type: ContentTypes.TEXT, text: content }];
+        }
+        else {
+            workingContent = [];
+        }
         if (messagesModified >= 2 || isToolMessage || isEmptyString) {
-            syncLcKwargs(message);
+            updatedMessages[i] = shallowCloneMessage(originalMessage);
+            updatedMessages[i].content = workingContent;
             continue;
         }
-        if (typeof message.content === 'string') {
-            message.content = [
-                { type: ContentTypes.TEXT, text: message.content },
-                { cachePoint: { type: 'default' } },
-            ];
-            messagesModified++;
-            syncLcKwargs(message);
+        if (workingContent.length === 0) {
             continue;
         }
-        if (Array.isArray(message.content)) {
-            let hasCacheableContent = false;
-            for (const block of message.content) {
-                if (block.type === ContentTypes.TEXT) {
-                    if (typeof block.text === 'string' && block.text !== '') {
-                        hasCacheableContent = true;
-                        break;
-                    }
-                }
-            }
-            if (!hasCacheableContent) {
-                syncLcKwargs(message);
-                continue;
-            }
-            let inserted = false;
-            for (let j = message.content.length - 1; j >= 0; j--) {
-                const block = message.content[j];
-                const type = block.type;
-                if (type === ContentTypes.TEXT || type === 'text') {
-                    const text = block.text;
-                    if (text === '' || text === undefined) {
-                        continue;
-                    }
-                    message.content.splice(j + 1, 0, {
-                        cachePoint: { type: 'default' },
-                    });
-                    inserted = true;
+        let hasCacheableContent = false;
+        for (const block of workingContent) {
+            if (block.type === ContentTypes.TEXT) {
+                if (typeof block.text === 'string' && block.text !== '') {
+                    hasCacheableContent = true;
                     break;
                 }
             }
-            if (!inserted) {
-                message.content.push({
+        }
+        if (!hasCacheableContent) {
+            updatedMessages[i] = shallowCloneMessage(originalMessage);
+            updatedMessages[i].content = workingContent;
+            continue;
+        }
+        let inserted = false;
+        for (let j = workingContent.length - 1; j >= 0; j--) {
+            const block = workingContent[j];
+            const type = block.type;
+            if (type === ContentTypes.TEXT || type === 'text') {
+                const text = block.text;
+                if (text === '' || text === undefined) {
+                    continue;
+                }
+                workingContent.splice(j + 1, 0, {
                     cachePoint: { type: 'default' },
                 });
+                inserted = true;
+                break;
             }
-            messagesModified++;
         }
-        syncLcKwargs(message);
+        if (!inserted) {
+            workingContent.push({
+                cachePoint: { type: 'default' },
+            });
+        }
+        updatedMessages[i] = createNewMessage(originalMessage, workingContent);
+        messagesModified++;
     }
     return updatedMessages;
 }

package/dist/esm/messages/cache.mjs.map

@@ -1 +1 @@
-{"version":3,"file":"cache.mjs","sources":["../../../src/messages/cache.ts"],"sourcesContent":["import { BaseMessage, MessageContentComplex } from '@langchain/core/messages';\nimport type { AnthropicMessage } from '@/types/messages';\nimport type Anthropic from '@anthropic-ai/sdk';\nimport { ContentTypes } from '@/common/enum';\n\ntype MessageWithContent = {\n  content?: string | MessageContentComplex[];\n};\n\n/**\n * Deep clones a message's content to prevent mutation of the original.\n * Handles both string and array content types.\n */\nfunction deepCloneContent<T extends string | MessageContentComplex[]>(\n  content: T\n): T {\n  if (typeof content === 'string') {\n    return content;\n  }\n  if (Array.isArray(content)) {\n    return content.map((block) => ({ ...block })) as T;\n  }\n  return content;\n}\n\n/**\n * Clones a message with deep-cloned content.\n * For LangChain messages, also syncs lc_kwargs.content.\n */\nfunction cloneMessageWithContent<T extends MessageWithContent>(message: T): T {\n  if (message.content === undefined) {\n    return { ...message };\n  }\n\n  const clonedContent = deepCloneContent(message.content);\n  const cloned = {\n    ...message,\n    content: clonedContent,\n  } as T;\n\n  const lcKwargs = (cloned as Record<string, unknown>).lc_kwargs as\n    | Record<string, unknown>\n    | undefined;\n  if (lcKwargs != null) {\n    (cloned as Record<string, unknown>).lc_kwargs = {\n      ...lcKwargs,\n      content: clonedContent,\n    };\n  }\n\n  return cloned;\n}\n\n/**\n * Syncs lc_kwargs.content with message.content after modifications.\n * Call this after all content modifications are done.\n */\nfunction syncLcKwargs<T extends MessageWithContent>(message: T): void {\n  const lcKwargs = (message as Record<string, unknown>).lc_kwargs as\n    | Record<string, unknown>\n    | undefined;\n  if (lcKwargs != null) {\n    lcKwargs.content = message.content;\n  }\n}\n\n/**\n * Checks if a message's content needs cache control stripping.\n * Returns true if content has cachePoint blocks or cache_control fields.\n */\nfunction needsCacheStripping(content: MessageContentComplex[]): boolean {\n  for (let i = 0; i < content.length; i++) {\n    const block = content[i];\n    if (isCachePoint(block)) return true;\n    if ('cache_control' in block) return true;\n  }\n  return false;\n}\n\n/**\n * Anthropic API: Adds cache control to the appropriate user messages in the payload.\n * Strips ALL existing cache control (both Anthropic and Bedrock formats) from all messages,\n * then adds fresh cache control to the last 2 user messages in a single backward pass.\n * This ensures we don't accumulate stale cache points across multiple turns.\n * Returns a new array - only clones messages that require modification.\n * @param messages - The array of message objects.\n * @returns - A new array of message objects with cache control added.\n */\nexport function addCacheControl<T extends AnthropicMessage | BaseMessage>(\n  messages: T[]\n): T[] {\n  if (!Array.isArray(messages) || messages.length < 2) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n  let userMessagesModified = 0;\n\n  for (let i = updatedMessages.length - 1; i >= 0; i--) {\n    const originalMessage = updatedMessages[i];\n    const isUserMessage =\n      ('getType' in originalMessage && originalMessage.getType() === 'human') ||\n      ('role' in originalMessage && originalMessage.role === 'user');\n\n    const hasArrayContent = Array.isArray(originalMessage.content);\n    const needsStripping =\n      hasArrayContent &&\n      needsCacheStripping(originalMessage.content as MessageContentComplex[]);\n    const needsCacheAdd =\n      userMessagesModified < 2 &&\n      isUserMessage &&\n      (typeof originalMessage.content === 'string' || hasArrayContent);\n\n    if (!needsStripping && !needsCacheAdd) {\n      continue;\n    }\n\n    const message = cloneMessageWithContent(\n      originalMessage as MessageWithContent\n    ) as T;\n    updatedMessages[i] = message;\n\n    if (hasArrayContent) {\n      message.content = (message.content as MessageContentComplex[]).filter(\n        (block) => !isCachePoint(block as MessageContentComplex)\n      ) as typeof message.content;\n\n      for (\n        let j = 0;\n        j < (message.content as MessageContentComplex[]).length;\n        j++\n      ) {\n        const block = (message.content as MessageContentComplex[])[j] as Record<\n          string,\n          unknown\n        >;\n        if ('cache_control' in block) {\n          delete block.cache_control;\n        }\n      }\n    }\n\n    if (userMessagesModified >= 2 || !isUserMessage) {\n      syncLcKwargs(message);\n      continue;\n    }\n\n    if (typeof message.content === 'string') {\n      message.content = [\n        {\n          type: 'text',\n          text: message.content,\n          cache_control: { type: 'ephemeral' },\n        },\n      ];\n      userMessagesModified++;\n    } else if (Array.isArray(message.content)) {\n      for (let j = message.content.length - 1; j >= 0; j--) {\n        const contentPart = message.content[j];\n        if ('type' in contentPart && contentPart.type === 'text') {\n          (contentPart as Anthropic.TextBlockParam).cache_control = {\n            type: 'ephemeral',\n          };\n          userMessagesModified++;\n          break;\n        }\n      }\n    }\n\n    syncLcKwargs(message);\n  }\n\n  return updatedMessages;\n}\n\n/**\n * Checks if a content block is a cache point\n */\nfunction isCachePoint(block: MessageContentComplex): boolean {\n  return 'cachePoint' in block && !('type' in block);\n}\n\n/**\n * Checks if a message's content has Anthropic cache_control fields.\n */\nfunction hasAnthropicCacheControl(content: MessageContentComplex[]): boolean {\n  for (let i = 0; i < content.length; i++) {\n    if ('cache_control' in content[i]) return true;\n  }\n  return false;\n}\n\n/**\n * Removes all Anthropic cache_control fields from messages\n * Used when switching from Anthropic to Bedrock provider\n * Returns a new array - only clones messages that require modification.\n */\nexport function stripAnthropicCacheControl<T extends MessageWithContent>(\n  messages: T[]\n): T[] {\n  if (!Array.isArray(messages)) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n\n  for (let i = 0; i < updatedMessages.length; i++) {\n    const originalMessage = updatedMessages[i];\n    const content = originalMessage.content;\n\n    if (!Array.isArray(content) || !hasAnthropicCacheControl(content)) {\n      continue;\n    }\n\n    const message = cloneMessageWithContent(originalMessage);\n    updatedMessages[i] = message;\n\n    for (\n      let j = 0;\n      j < (message.content as MessageContentComplex[]).length;\n      j++\n    ) {\n      const block = (message.content as MessageContentComplex[])[j] as Record<\n        string,\n        unknown\n      >;\n      if ('cache_control' in block) {\n        delete block.cache_control;\n      }\n    }\n  }\n\n  return updatedMessages;\n}\n\n/**\n * Checks if a message's content has Bedrock cachePoint blocks.\n */\nfunction hasBedrockCachePoint(content: MessageContentComplex[]): boolean {\n  for (let i = 0; i < content.length; i++) {\n    if (isCachePoint(content[i])) return true;\n  }\n  return false;\n}\n\n/**\n * Removes all Bedrock cachePoint blocks from messages\n * Used when switching from Bedrock to Anthropic provider\n * Returns a new array - only clones messages that require modification.\n */\nexport function stripBedrockCacheControl<T extends MessageWithContent>(\n  messages: T[]\n): T[] {\n  if (!Array.isArray(messages)) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n\n  for (let i = 0; i < updatedMessages.length; i++) {\n    const originalMessage = updatedMessages[i];\n    const content = originalMessage.content;\n\n    if (!Array.isArray(content) || !hasBedrockCachePoint(content)) {\n      continue;\n    }\n\n    const message = cloneMessageWithContent(originalMessage);\n    updatedMessages[i] = message;\n\n    message.content = (message.content as MessageContentComplex[]).filter(\n      (block) => !isCachePoint(block as MessageContentComplex)\n    ) as typeof content;\n  }\n\n  return updatedMessages;\n}\n\n/**\n * Adds Bedrock Converse API cache points to the last two messages.\n * Inserts `{ cachePoint: { type: 'default' } }` as a separate content block\n * immediately after the last text block in each targeted message.\n * Strips ALL existing cache control (both Bedrock and Anthropic formats) from all messages,\n * then adds fresh cache points to the last 2 messages in a single backward pass.\n * This ensures we don't accumulate stale cache points across multiple turns.\n * Returns a new array - only clones messages that require modification.\n * @param messages - The array of message objects.\n * @returns - A new array of message objects with cache points added.\n */\nexport function addBedrockCacheControl<\n  T extends Partial<BaseMessage> & MessageWithContent,\n>(messages: T[]): T[] {\n  if (!Array.isArray(messages) || messages.length < 2) {\n    return messages;\n  }\n\n  const updatedMessages: T[] = [...messages];\n  let messagesModified = 0;\n\n  for (let i = updatedMessages.length - 1; i >= 0; i--) {\n    const originalMessage = updatedMessages[i];\n    const isToolMessage =\n      'getType' in originalMessage &&\n      typeof originalMessage.getType === 'function' &&\n      originalMessage.getType() === 'tool';\n\n    const content = originalMessage.content;\n    const hasArrayContent = Array.isArray(content);\n    const needsStripping =\n      hasArrayContent &&\n      needsCacheStripping(content as MessageContentComplex[]);\n    const isEmptyString = typeof content === 'string' && content === '';\n    const needsCacheAdd =\n      messagesModified < 2 &&\n      !isToolMessage &&\n      !isEmptyString &&\n      (typeof content === 'string' || hasArrayContent);\n\n    if (!needsStripping && !needsCacheAdd) {\n      continue;\n    }\n\n    const message = cloneMessageWithContent(originalMessage);\n    updatedMessages[i] = message;\n\n    if (hasArrayContent) {\n      message.content = (message.content as MessageContentComplex[]).filter(\n        (block) => !isCachePoint(block)\n      ) as typeof content;\n\n      for (\n        let j = 0;\n        j < (message.content as MessageContentComplex[]).length;\n        j++\n      ) {\n        const block = (message.content as MessageContentComplex[])[j] as Record<\n          string,\n          unknown\n        >;\n        if ('cache_control' in block) {\n          delete block.cache_control;\n        }\n      }\n    }\n\n    if (messagesModified >= 2 || isToolMessage || isEmptyString) {\n      syncLcKwargs(message);\n      continue;\n    }\n\n    if (typeof message.content === 'string') {\n      message.content = [\n        { type: ContentTypes.TEXT, text: message.content },\n        { cachePoint: { type: 'default' } },\n      ] as MessageContentComplex[];\n      messagesModified++;\n      syncLcKwargs(message);\n      continue;\n    }\n\n    if (Array.isArray(message.content)) {\n      let hasCacheableContent = false;\n      for (const block of message.content) {\n        if (block.type === ContentTypes.TEXT) {\n          if (typeof block.text === 'string' && block.text !== '') {\n            hasCacheableContent = true;\n            break;\n          }\n        }\n      }\n\n      if (!hasCacheableContent) {\n        syncLcKwargs(message);\n        continue;\n      }\n\n      let inserted = false;\n      for (let j = message.content.length - 1; j >= 0; j--) {\n        const block = message.content[j] as MessageContentComplex;\n        const type = (block as { type?: string }).type;\n        if (type === ContentTypes.TEXT || type === 'text') {\n          const text = (block as { text?: string }).text;\n          if (text === '' || text === undefined) {\n            continue;\n          }\n          message.content.splice(j + 1, 0, {\n            cachePoint: { type: 'default' },\n          } as MessageContentComplex);\n          inserted = true;\n          break;\n        }\n      }\n      if (!inserted) {\n        message.content.push({\n          cachePoint: { type: 'default' },\n        } as MessageContentComplex);\n      }\n      messagesModified++;\n    }\n\n    syncLcKwargs(message);\n  }\n\n  return 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''),\n  } as T;\n}\n\n/**\n * Creates a new LangChain message instance with the given content.\n * Required when adding cache points to ensure proper serialization.\n */\nfunction createNewMessage<T extends MessageWithContent>(\n  message: T,\n  content: MessageContentComplex[]\n): T {\n  if ('getType' in message && typeof message.getType === 'function') {\n    const baseMsg = message as unknown as BaseMessage;\n    const msgType = baseMsg.getType();\n\n    const baseFields = {\n      content,\n      name: baseMsg.name,\n      additional_kwargs: { ...baseMsg.additional_kwargs },\n      response_metadata: { ...baseMsg.response_metadata },\n      id: baseMsg.id,\n    };\n\n    switch (msgType) {\n    case 'human':\n      return new HumanMessage(baseFields) as unknown as T;\n    case 'ai': {\n      const aiMsg = baseMsg as AIMessage;\n      return new AIMessage({\n        ...baseFields,\n        tool_calls: aiMsg.tool_calls ? [...aiMsg.tool_calls] : [],\n        invalid_tool_calls: aiMsg.invalid_tool_calls\n          ? [...aiMsg.invalid_tool_calls]\n          : [],\n        usage_metadata: aiMsg.usage_metadata,\n      }) as unknown as T;\n    }\n    case 'system':\n      return new SystemMessage(baseFields) as unknown as T;\n    case 'tool': {\n      const toolMsg = baseMsg as ToolMessage;\n      return new ToolMessage({\n        ...baseFields,\n        tool_call_id: toolMsg.tool_call_id,\n        status: toolMsg.status,\n        artifact: toolMsg.artifact,\n      }) as unknown as T;\n    }\n    default:\n      break;\n    }\n  }\n\n  const cloned = { ...message, content } as T;\n  const lcKwargs = (cloned as Record<string, unknown>).lc_kwargs as\n    | Record<string, unknown>\n    | undefined;\n  if (lcKwargs != null) {\n    (cloned as Record<string, unknown>).lc_kwargs = { ...lcKwargs, content };\n  }\n  return cloned;\n}\n\n/**\n * Checks if a message's content needs cache control stripping.\n * Returns true if content has cachePoint blocks or cache_control fields.\n */\nfunction 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package/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@librechat/agents",
-  "version": "3.0.773",
+  "version": "3.0.775",
   "main": "./dist/cjs/main.cjs",
   "module": "./dist/esm/main.mjs",
   "types": "./dist/types/index.d.ts",

package/src/messages/cache.test.ts

@@ -920,6 +920,57 @@ describe('Immutability - addCacheControl does not mutate original messages', ()
 
     expect('cache_control' in originalFirstBlock).toBe(true);
   });
+
+  it('should keep lc_kwargs.content in sync with content for LangChain messages', () => {
+    type LangChainLikeMsg = TestMsg & {
+      lc_kwargs?: { content?: MessageContentComplex[] };
+    };
+
+    const messagesWithLcKwargs: LangChainLikeMsg[] = [
+      {
+        role: 'user',
+        content: [{ type: ContentTypes.TEXT, text: 'First user message' }],
+        lc_kwargs: {
+          content: [{ type: ContentTypes.TEXT, text: 'First user message' }],
+        },
+      },
+      {
+        role: 'assistant',
+        content: [{ type: ContentTypes.TEXT, text: 'Assistant response' }],
+        lc_kwargs: {
+          content: [{ type: ContentTypes.TEXT, text: 'Assistant response' }],
+        },
+      },
+      {
+        role: 'user',
+        content: [{ type: ContentTypes.TEXT, text: 'Second user message' }],
+        lc_kwargs: {
+          content: [{ type: ContentTypes.TEXT, text: 'Second user message' }],
+        },
+      },
+    ];
+
+    const result = addCacheControl(messagesWithLcKwargs as never);
+
+    const resultFirst = result[0] as LangChainLikeMsg;
+    const resultThird = result[2] as LangChainLikeMsg;
+
+    expect(resultFirst.content).toEqual(resultFirst.lc_kwargs?.content);
+    expect(resultThird.content).toEqual(resultThird.lc_kwargs?.content);
+
+    const firstContent = resultFirst.content as MessageContentComplex[];
+    const firstLcContent = resultFirst.lc_kwargs
+      ?.content as MessageContentComplex[];
+    expect('cache_control' in firstContent[0]).toBe(true);
+    expect('cache_control' in firstLcContent[0]).toBe(true);
+
+    const originalFirst = messagesWithLcKwargs[0];
+    const originalContent = originalFirst.content as MessageContentComplex[];
+    const originalLcContent = originalFirst.lc_kwargs
+      ?.content as MessageContentComplex[];
+    expect('cache_control' in originalContent[0]).toBe(false);
+    expect('cache_control' in originalLcContent[0]).toBe(false);
+  });
 });
 
 describe('Immutability - addBedrockCacheControl does not mutate original messages', () => {

package/src/messages/cache.ts

@@ -1,4 +1,11 @@
-import { BaseMessage, MessageContentComplex } from '@langchain/core/messages';
+import {
+  BaseMessage,
+  MessageContentComplex,
+  AIMessage,
+  HumanMessage,
+  SystemMessage,
+  ToolMessage,
+} from '@langchain/core/messages';
 import type { AnthropicMessage } from '@/types/messages';
 import type Anthropic from '@anthropic-ai/sdk';
 import { ContentTypes } from '@/common/enum';
@@ -9,7 +16,6 @@ type MessageWithContent = {
 
 /**
  * Deep clones a message's content to prevent mutation of the original.
- * Handles both string and array content types.
  */
 function deepCloneContent<T extends string | MessageContentComplex[]>(
   content: T
@@ -24,44 +30,74 @@ function deepCloneContent<T extends string | MessageContentComplex[]>(
 }
 
 /**
- * Clones a message with deep-cloned content.
- * For LangChain messages, also syncs lc_kwargs.content.
+ * Simple shallow clone with deep-cloned content.
+ * Used for stripping cache control where we don't need proper LangChain instances.
  */
-function cloneMessageWithContent<T extends MessageWithContent>(message: T): T {
-  if (message.content === undefined) {
-    return { ...message };
-  }
-
-  const clonedContent = deepCloneContent(message.content);
-  const cloned = {
+function shallowCloneMessage<T extends MessageWithContent>(message: T): T {
+  return {
     ...message,
-    content: clonedContent,
+    content: deepCloneContent(message.content ?? ''),
   } as T;
-
-  const lcKwargs = (cloned as Record<string, unknown>).lc_kwargs as
-    | Record<string, unknown>
-    | undefined;
-  if (lcKwargs != null) {
-    (cloned as Record<string, unknown>).lc_kwargs = {
-      ...lcKwargs,
-      content: clonedContent,
-    };
-  }
-
-  return cloned;
 }
 
 /**
- * Syncs lc_kwargs.content with message.content after modifications.
- * Call this after all content modifications are done.
+ * Creates a new LangChain message instance with the given content.
+ * Required when adding cache points to ensure proper serialization.
  */
-function syncLcKwargs<T extends MessageWithContent>(message: T): void {
-  const lcKwargs = (message as Record<string, unknown>).lc_kwargs as
+function createNewMessage<T extends MessageWithContent>(
+  message: T,
+  content: MessageContentComplex[]
+): T {
+  if ('getType' in message && typeof message.getType === 'function') {
+    const baseMsg = message as unknown as BaseMessage;
+    const msgType = baseMsg.getType();
+
+    const baseFields = {
+      content,
+      name: baseMsg.name,
+      additional_kwargs: { ...baseMsg.additional_kwargs },
+      response_metadata: { ...baseMsg.response_metadata },
+      id: baseMsg.id,
+    };
+
+    switch (msgType) {
+    case 'human':
+      return new HumanMessage(baseFields) as unknown as T;
+    case 'ai': {
+      const aiMsg = baseMsg as AIMessage;
+      return new AIMessage({
+        ...baseFields,
+        tool_calls: aiMsg.tool_calls ? [...aiMsg.tool_calls] : [],
+        invalid_tool_calls: aiMsg.invalid_tool_calls
+          ? [...aiMsg.invalid_tool_calls]
+          : [],
+        usage_metadata: aiMsg.usage_metadata,
+      }) as unknown as T;
+    }
+    case 'system':
+      return new SystemMessage(baseFields) as unknown as T;
+    case 'tool': {
+      const toolMsg = baseMsg as ToolMessage;
+      return new ToolMessage({
+        ...baseFields,
+        tool_call_id: toolMsg.tool_call_id,
+        status: toolMsg.status,
+        artifact: toolMsg.artifact,
+      }) as unknown as T;
+    }
+    default:
+      break;
+    }
+  }
+
+  const cloned = { ...message, content } as T;
+  const lcKwargs = (cloned as Record<string, unknown>).lc_kwargs as
     | Record<string, unknown>
     | undefined;
   if (lcKwargs != null) {
-    lcKwargs.content = message.content;
+    (cloned as Record<string, unknown>).lc_kwargs = { ...lcKwargs, content };
   }
+  return cloned;
 }
 
 /**
@@ -98,76 +134,77 @@ export function addCacheControl<T extends AnthropicMessage | BaseMessage>(
 
   for (let i = updatedMessages.length - 1; i >= 0; i--) {
     const originalMessage = updatedMessages[i];
+    const content = originalMessage.content;
     const isUserMessage =
       ('getType' in originalMessage && originalMessage.getType() === 'human') ||
       ('role' in originalMessage && originalMessage.role === 'user');
 
-    const hasArrayContent = Array.isArray(originalMessage.content);
+    const hasArrayContent = Array.isArray(content);
     const needsStripping =
       hasArrayContent &&
-      needsCacheStripping(originalMessage.content as MessageContentComplex[]);
+      needsCacheStripping(content as MessageContentComplex[]);
     const needsCacheAdd =
       userMessagesModified < 2 &&
       isUserMessage &&
-      (typeof originalMessage.content === 'string' || hasArrayContent);
+      (typeof content === 'string' || hasArrayContent);
 
     if (!needsStripping && !needsCacheAdd) {
       continue;
     }
 
-    const message = cloneMessageWithContent(
-      originalMessage as MessageWithContent
-    ) as T;
-    updatedMessages[i] = message;
+    let workingContent: MessageContentComplex[];
 
     if (hasArrayContent) {
-      message.content = (message.content as MessageContentComplex[]).filter(
-        (block) => !isCachePoint(block as MessageContentComplex)
-      ) as typeof message.content;
-
-      for (
-        let j = 0;
-        j < (message.content as MessageContentComplex[]).length;
-        j++
-      ) {
-        const block = (message.content as MessageContentComplex[])[j] as Record<
-          string,
-          unknown
-        >;
+      workingContent = deepCloneContent(
+        content as MessageContentComplex[]
+      ).filter((block) => !isCachePoint(block as MessageContentComplex));
+
+      for (let j = 0; j < workingContent.length; j++) {
+        const block = workingContent[j] as Record<string, unknown>;
         if ('cache_control' in block) {
           delete block.cache_control;
         }
       }
+    } else if (typeof content === 'string') {
+      workingContent = [
+        { type: 'text', text: content },
+      ] as MessageContentComplex[];
+    } else {
+      workingContent = [];
     }
 
     if (userMessagesModified >= 2 || !isUserMessage) {
-      syncLcKwargs(message);
+      updatedMessages[i] = shallowCloneMessage(
+        originalMessage as MessageWithContent
+      ) as T;
+      (updatedMessages[i] as MessageWithContent).content = workingContent;
       continue;
     }
 
-    if (typeof message.content === 'string') {
-      message.content = [
-        {
-          type: 'text',
-          text: message.content,
-          cache_control: { type: 'ephemeral' },
-        },
-      ];
-      userMessagesModified++;
-    } else if (Array.isArray(message.content)) {
-      for (let j = message.content.length - 1; j >= 0; j--) {
-        const contentPart = message.content[j];
-        if ('type' in contentPart && contentPart.type === 'text') {
-          (contentPart as Anthropic.TextBlockParam).cache_control = {
-            type: 'ephemeral',
-          };
-          userMessagesModified++;
-          break;
-        }
+    let cacheAdded = false;
+    for (let j = workingContent.length - 1; j >= 0; j--) {
+      const contentPart = workingContent[j];
+      if ('type' in contentPart && contentPart.type === 'text') {
+        (contentPart as Anthropic.TextBlockParam).cache_control = {
+          type: 'ephemeral',
+        };
+        cacheAdded = true;
+        userMessagesModified++;
+        break;
       }
     }
 
-    syncLcKwargs(message);
+    if (cacheAdded) {
+      updatedMessages[i] = createNewMessage(
+        originalMessage as MessageWithContent,
+        workingContent
+      ) as T;
+    } else {
+      updatedMessages[i] = shallowCloneMessage(
+        originalMessage as MessageWithContent
+      ) as T;
+      (updatedMessages[i] as MessageWithContent).content = workingContent;
+    }
   }
 
   return updatedMessages;
@@ -212,7 +249,7 @@ export function stripAnthropicCacheControl<T extends MessageWithContent>(
       continue;
     }
 
-    const message = cloneMessageWithContent(originalMessage);
+    const message = shallowCloneMessage(originalMessage);
     updatedMessages[i] = message;
 
     for (
@@ -265,7 +302,7 @@ export function stripBedrockCacheControl<T extends MessageWithContent>(
       continue;
     }
 
-    const message = cloneMessageWithContent(originalMessage);
+    const message = shallowCloneMessage(originalMessage);
     updatedMessages[i] = message;
 
     message.content = (message.content as MessageContentComplex[]).filter(
@@ -320,85 +357,75 @@ export function addBedrockCacheControl<
       continue;
     }
 
-    const message = cloneMessageWithContent(originalMessage);
-    updatedMessages[i] = message;
+    let workingContent: MessageContentComplex[];
 
     if (hasArrayContent) {
-      message.content = (message.content as MessageContentComplex[]).filter(
-        (block) => !isCachePoint(block)
-      ) as typeof content;
-
-      for (
-        let j = 0;
-        j < (message.content as MessageContentComplex[]).length;
-        j++
-      ) {
-        const block = (message.content as MessageContentComplex[])[j] as Record<
-          string,
-          unknown
-        >;
+      workingContent = deepCloneContent(
+        content as MessageContentComplex[]
+      ).filter((block) => !isCachePoint(block));
+
+      for (let j = 0; j < workingContent.length; j++) {
+        const block = workingContent[j] as Record<string, unknown>;
         if ('cache_control' in block) {
           delete block.cache_control;
         }
       }
+    } else if (typeof content === 'string') {
+      workingContent = [{ type: ContentTypes.TEXT, text: content }];
+    } else {
+      workingContent = [];
     }
 
     if (messagesModified >= 2 || isToolMessage || isEmptyString) {
-      syncLcKwargs(message);
+      updatedMessages[i] = shallowCloneMessage(originalMessage);
+      (updatedMessages[i] as MessageWithContent).content = workingContent;
       continue;
     }
 
-    if (typeof message.content === 'string') {
-      message.content = [
-        { type: ContentTypes.TEXT, text: message.content },
-        { cachePoint: { type: 'default' } },
-      ] as MessageContentComplex[];
-      messagesModified++;
-      syncLcKwargs(message);
+    if (workingContent.length === 0) {
       continue;
     }
 
-    if (Array.isArray(message.content)) {
-      let hasCacheableContent = false;
-      for (const block of message.content) {
-        if (block.type === ContentTypes.TEXT) {
-          if (typeof block.text === 'string' && block.text !== '') {
-            hasCacheableContent = true;
-            break;
-          }
+    let hasCacheableContent = false;
+    for (const block of workingContent) {
+      if (block.type === ContentTypes.TEXT) {
+        if (typeof block.text === 'string' && block.text !== '') {
+          hasCacheableContent = true;
+          break;
         }
       }
+    }
 
-      if (!hasCacheableContent) {
-        syncLcKwargs(message);
-        continue;
-      }
+    if (!hasCacheableContent) {
+      updatedMessages[i] = shallowCloneMessage(originalMessage);
+      (updatedMessages[i] as MessageWithContent).content = workingContent;
+      continue;
+    }
 
-      let inserted = false;
-      for (let j = message.content.length - 1; j >= 0; j--) {
-        const block = message.content[j] as MessageContentComplex;
-        const type = (block as { type?: string }).type;
-        if (type === ContentTypes.TEXT || type === 'text') {
-          const text = (block as { text?: string }).text;
-          if (text === '' || text === undefined) {
-            continue;
-          }
-          message.content.splice(j + 1, 0, {
-            cachePoint: { type: 'default' },
-          } as MessageContentComplex);
-          inserted = true;
-          break;
+    let inserted = false;
+    for (let j = workingContent.length - 1; j >= 0; j--) {
+      const block = workingContent[j] as MessageContentComplex;
+      const type = (block as { type?: string }).type;
+      if (type === ContentTypes.TEXT || type === 'text') {
+        const text = (block as { text?: string }).text;
+        if (text === '' || text === undefined) {
+          continue;
         }
-      }
-      if (!inserted) {
-        message.content.push({
+        workingContent.splice(j + 1, 0, {
           cachePoint: { type: 'default' },
         } as MessageContentComplex);
+        inserted = true;
+        break;
       }
-      messagesModified++;
+    }
+    if (!inserted) {
+      workingContent.push({
+        cachePoint: { type: 'default' },
+      } as MessageContentComplex);
     }
 
-    syncLcKwargs(message);
+    updatedMessages[i] = createNewMessage(originalMessage, workingContent);
+    messagesModified++;
   }
 
   return updatedMessages;