@brightchain/brightchain-lib 0.29.26 → 0.30.1

package/src/lib/services/messaging/emailEncryptionService.js

@@ -39,6 +39,22 @@ const crossPlatformCrypto_1 = require("../../utils/crossPlatformCrypto");
  * @see Requirements 16.1, 16.3, 16.4, 16.5, 16.6, 16.7, 16.8
  */
 class EmailEncryptionService {
+    _gpgKeyManager;
+    _smimeCertificateManager;
+    async getGpgKeyManager() {
+        if (!this._gpgKeyManager) {
+            const { GpgKeyManager } = await import('./gpgKeyManager.js');
+            this._gpgKeyManager = new GpgKeyManager();
+        }
+        return this._gpgKeyManager;
+    }
+    async getSmimeCertificateManager() {
+        if (!this._smimeCertificateManager) {
+            const { SmimeCertificateManager } = await import('./smimeCertificateManager.js');
+            this._smimeCertificateManager = new SmimeCertificateManager();
+        }
+        return this._smimeCertificateManager;
+    }
     // ─── ECIES Content Encryption (Requirement 16.1, 16.3) ─────────────
     /**
      * Encrypts email content using ECIES for a single recipient.
@@ -404,6 +420,283 @@ class EmailEncryptionService {
     async decryptSmime(encryptedContent, metadata, recipientAddress, recipientPrivateKey, signerPrivateKey) {
         return this.decryptAndVerify(encryptedContent, metadata, recipientAddress, recipientPrivateKey, signerPrivateKey);
     }
+    // ─── GPG Encryption / Decryption (Requirements 3.1, 3.3, 3.4, 5.1, 5.5, 14.1) ─
+    /**
+     * Encrypts email content using OpenPGP for multiple recipients.
+     *
+     * Delegates to GpgKeyManager.encrypt() and wraps the result in
+     * IPerRecipientEncryptionResult with scheme set to GPG.
+     * Optionally signs the content before encryption if sender key is provided.
+     *
+     * @param content - Plaintext email content
+     * @param recipientPublicKeysArmored - Map of recipient email to ASCII-armored GPG public key
+     * @param senderPrivateKeyArmored - Optional sender's GPG private key for signing
+     * @param senderPassphrase - Optional passphrase for the sender's private key
+     * @returns Encrypted content and GPG metadata
+     * @throws {EmailError} PRIVATE_KEY_MISSING if signing requested but key missing
+     * @throws {EmailError} GPG_ENCRYPT_FAILED on encryption failure
+     *
+     * @see Requirements 3.1, 3.3, 3.4, 14.1
+     */
+    async encryptGpg(content, recipientPublicKeysArmored, senderPrivateKeyArmored, senderPassphrase) {
+        try {
+            // If sender key is provided but passphrase is missing, throw
+            if (senderPrivateKeyArmored && !senderPassphrase) {
+                throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.PRIVATE_KEY_MISSING, 'Passphrase is required when sender private key is provided for GPG signing');
+            }
+            // Sign before encrypt if sender key is provided (Requirement 4.2)
+            let gpgSignature;
+            let gpgSignerKeyId;
+            if (senderPrivateKeyArmored && senderPassphrase) {
+                const signResult = await (await this.getGpgKeyManager()).sign(content, senderPrivateKeyArmored, senderPassphrase);
+                gpgSignature = signResult.signature;
+                gpgSignerKeyId = signResult.signerKeyId;
+            }
+            // Convert Map values to array for GpgKeyManager.encrypt()
+            const armoredKeys = Array.from(recipientPublicKeysArmored.values());
+            const encryptionResult = await (await this.getGpgKeyManager()).encrypt(content, armoredKeys);
+            // The GPG encrypted message is a string; encode as Uint8Array for the result
+            const encoder = new TextEncoder();
+            const encryptedContent = encoder.encode(encryptionResult.encryptedMessage);
+            return {
+                encryptedContent,
+                encryptionMetadata: {
+                    scheme: messageEncryptionScheme_1.MessageEncryptionScheme.GPG,
+                    isSigned: !!gpgSignature,
+                    gpgEncryptedMessage: encryptionResult.encryptedMessage,
+                    gpgSignature,
+                    gpgSignerKeyId,
+                },
+            };
+        }
+        catch (error) {
+            if (error instanceof emailError_1.EmailError)
+                throw error;
+            throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.GPG_ENCRYPT_FAILED, `GPG encryption failed: ${error instanceof Error ? error.message : String(error)}`, { recipientCount: recipientPublicKeysArmored.size });
+        }
+    }
+    /**
+     * Decrypts an OpenPGP encrypted message using a GPG private key.
+     *
+     * Delegates to GpgKeyManager.decrypt(). The encryptedContent is expected
+     * to be the UTF-8 encoded ASCII-armored OpenPGP message.
+     *
+     * @param encryptedContent - The encrypted content (UTF-8 encoded armored message)
+     * @param privateKeyArmored - ASCII-armored GPG private key
+     * @param passphrase - Passphrase to unlock the private key
+     * @returns Decrypted plaintext content
+     * @throws {EmailError} PRIVATE_KEY_MISSING if private key is not provided
+     * @throws {EmailError} GPG_DECRYPT_FAILED on decryption failure
+     *
+     * @see Requirements 5.1, 5.5
+     */
+    async decryptGpg(encryptedContent, privateKeyArmored, passphrase) {
+        if (!privateKeyArmored) {
+            throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.PRIVATE_KEY_MISSING, 'GPG private key is required for decryption');
+        }
+        try {
+            // Decode the Uint8Array back to the ASCII-armored string
+            const decoder = new TextDecoder();
+            const armoredMessage = decoder.decode(encryptedContent);
+            return await (await this.getGpgKeyManager()).decrypt(armoredMessage, privateKeyArmored, passphrase);
+        }
+        catch (error) {
+            if (error instanceof emailError_1.EmailError)
+                throw error;
+            throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.GPG_DECRYPT_FAILED, `GPG decryption failed: ${error instanceof Error ? error.message : String(error)}`);
+        }
+    }
+    // ─── GPG Signing / Verification (Requirements 4.1, 4.2, 4.4, 5.2, 5.3, 5.4) ─
+    /**
+     * Signs email content with a GPG private key (detached signature).
+     *
+     * Delegates to GpgKeyManager.sign() and adapts the result to ISignatureResult.
+     *
+     * @param content - The email content to sign
+     * @param privateKeyArmored - ASCII-armored GPG private key
+     * @param passphrase - Passphrase to unlock the private key
+     * @returns Signature result with signature bytes and signer public key placeholder
+     * @throws {EmailError} PRIVATE_KEY_MISSING if private key is not provided
+     * @throws {EmailError} GPG_VERIFY_FAILED on signing failure
+     *
+     * @see Requirements 4.1, 4.2
+     */
+    async signGpg(content, privateKeyArmored, passphrase) {
+        if (!privateKeyArmored) {
+            throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.PRIVATE_KEY_MISSING, 'GPG private key is required for signing');
+        }
+        try {
+            const gpgResult = await (await this.getGpgKeyManager()).sign(content, privateKeyArmored, passphrase);
+            // Adapt IGpgSignatureResult to ISignatureResult
+            const encoder = new TextEncoder();
+            return {
+                signature: encoder.encode(gpgResult.signature),
+                signerPublicKey: encoder.encode(gpgResult.signerKeyId),
+            };
+        }
+        catch (error) {
+            if (error instanceof emailError_1.EmailError)
+                throw error;
+            throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.GPG_VERIFY_FAILED, `GPG signing failed: ${error instanceof Error ? error.message : String(error)}`);
+        }
+    }
+    /**
+     * Verifies a GPG detached signature against the given content.
+     *
+     * Delegates to GpgKeyManager.verify() and returns a boolean.
+     *
+     * @param content - The email content that was signed
+     * @param signature - The detached signature bytes (UTF-8 encoded armored signature)
+     * @param signerPublicKeyArmored - ASCII-armored GPG public key of the expected signer
+     * @returns true if the signature is valid, false otherwise
+     *
+     * @see Requirements 5.2, 5.3, 5.4
+     */
+    async verifyGpg(content, signature, signerPublicKeyArmored) {
+        try {
+            // Decode the signature Uint8Array back to the ASCII-armored string
+            const decoder = new TextDecoder();
+            const armoredSignature = decoder.decode(signature);
+            const result = await (await this.getGpgKeyManager()).verify(content, armoredSignature, signerPublicKeyArmored);
+            return result.valid;
+        }
+        catch {
+            return false;
+        }
+    }
+    // ─── Real S/MIME CMS Encryption / Decryption (Requirements 7.1, 7.3, 7.4, 9.1, 9.5) ─
+    /**
+     * Encrypts email content using real CMS/PKCS#7 enveloped-data for multiple recipients.
+     *
+     * Delegates to SmimeCertificateManager.encrypt() for RFC 5751 CMS encryption.
+     * Optionally signs the content before encryption if sender cert+key are provided.
+     *
+     * @param content - Plaintext email content
+     * @param recipientCertificatesPem - Map of recipient email to PEM-encoded X.509 certificate
+     * @param senderCertPem - Optional sender's S/MIME certificate PEM for signing
+     * @param senderPrivateKeyPem - Optional sender's S/MIME private key PEM for signing
+     * @returns Encrypted content and S/MIME metadata
+     * @throws {EmailError} PRIVATE_KEY_MISSING if signing requested but key missing
+     * @throws {EmailError} SMIME_ENCRYPT_FAILED on encryption failure
+     *
+     * @see Requirements 7.1, 7.3, 7.4, 8.2
+     */
+    async encryptSmimeReal(content, recipientCertificatesPem, senderCertPem, senderPrivateKeyPem) {
+        try {
+            // If sender cert is provided but private key is missing, throw
+            if (senderCertPem && !senderPrivateKeyPem) {
+                throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.PRIVATE_KEY_MISSING, 'Private key is required when sender certificate is provided for S/MIME signing');
+            }
+            // Sign before encrypt if sender cert+key are provided (Requirement 8.2)
+            let cmsSignature;
+            let smimeSignerSubject;
+            if (senderCertPem && senderPrivateKeyPem) {
+                const signResult = await (await this.getSmimeCertificateManager()).sign(content, senderCertPem, senderPrivateKeyPem);
+                cmsSignature = signResult.signature;
+                smimeSignerSubject = signResult.signerCertSubject;
+            }
+            // Convert Map values to array for SmimeCertificateManager.encrypt()
+            const certPems = Array.from(recipientCertificatesPem.values());
+            const encryptionResult = await (await this.getSmimeCertificateManager()).encrypt(content, certPems);
+            return {
+                encryptedContent: encryptionResult.encryptedContent,
+                encryptionMetadata: {
+                    scheme: messageEncryptionScheme_1.MessageEncryptionScheme.S_MIME,
+                    isSigned: !!cmsSignature,
+                    cmsEncryptedContent: encryptionResult.encryptedContent,
+                    cmsSignature,
+                    smimeSignerSubject,
+                },
+            };
+        }
+        catch (error) {
+            if (error instanceof emailError_1.EmailError)
+                throw error;
+            throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.SMIME_ENCRYPT_FAILED, `S/MIME CMS encryption failed: ${error instanceof Error ? error.message : String(error)}`, { recipientCount: recipientCertificatesPem.size });
+        }
+    }
+    /**
+     * Decrypts CMS/PKCS#7 enveloped-data content using a recipient's certificate and private key.
+     *
+     * Delegates to SmimeCertificateManager.decrypt() for RFC 5751 CMS decryption.
+     *
+     * @param encryptedContent - DER-encoded CMS/PKCS#7 enveloped-data
+     * @param certificatePem - PEM-encoded X.509 certificate of the recipient
+     * @param privateKeyPem - PEM-encoded PKCS#8 private key of the recipient
+     * @returns Decrypted plaintext content
+     * @throws {EmailError} PRIVATE_KEY_MISSING if private key is not provided
+     * @throws {EmailError} SMIME_DECRYPT_FAILED on decryption failure
+     *
+     * @see Requirements 9.1, 9.5
+     */
+    async decryptSmimeReal(encryptedContent, certificatePem, privateKeyPem) {
+        if (!privateKeyPem) {
+            throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.PRIVATE_KEY_MISSING, 'S/MIME private key is required for decryption');
+        }
+        try {
+            return await (await this.getSmimeCertificateManager()).decrypt(encryptedContent, certificatePem, privateKeyPem);
+        }
+        catch (error) {
+            if (error instanceof emailError_1.EmailError)
+                throw error;
+            throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.SMIME_DECRYPT_FAILED, `S/MIME CMS decryption failed: ${error instanceof Error ? error.message : String(error)}`);
+        }
+    }
+    // ─── S/MIME CMS Signing / Verification (Requirements 8.1, 8.2, 8.4, 9.2, 9.3, 9.4) ─
+    /**
+     * Signs email content with an S/MIME certificate and private key (CMS detached signature).
+     *
+     * Delegates to SmimeCertificateManager.sign() and adapts the result to ISignatureResult.
+     *
+     * @param content - The email content to sign
+     * @param certificatePem - PEM-encoded X.509 certificate of the signer
+     * @param privateKeyPem - PEM-encoded PKCS#8 private key of the signer
+     * @returns Signature result with CMS signature bytes and signer public key (encoded subject)
+     * @throws {EmailError} PRIVATE_KEY_MISSING if private key is not provided
+     * @throws {EmailError} SMIME_VERIFY_FAILED on signing failure
+     *
+     * @see Requirements 8.1, 8.4
+     */
+    async signSmime(content, certificatePem, privateKeyPem) {
+        if (!privateKeyPem) {
+            throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.PRIVATE_KEY_MISSING, 'S/MIME private key is required for signing');
+        }
+        try {
+            const smimeResult = await (await this.getSmimeCertificateManager()).sign(content, certificatePem, privateKeyPem);
+            // Adapt ISmimeSignatureResult to ISignatureResult
+            const encoder = new TextEncoder();
+            return {
+                signature: smimeResult.signature,
+                signerPublicKey: encoder.encode(smimeResult.signerCertSubject),
+            };
+        }
+        catch (error) {
+            if (error instanceof emailError_1.EmailError)
+                throw error;
+            throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.SMIME_VERIFY_FAILED, `S/MIME CMS signing failed: ${error instanceof Error ? error.message : String(error)}`);
+        }
+    }
+    /**
+     * Verifies an S/MIME CMS detached signature against the given content.
+     *
+     * Delegates to SmimeCertificateManager.verify() and returns a boolean.
+     *
+     * @param content - The email content that was signed
+     * @param signature - The DER-encoded CMS detached signature
+     * @param signerCertificatePem - PEM-encoded X.509 certificate of the expected signer
+     * @returns true if the signature is valid, false otherwise
+     *
+     * @see Requirements 9.2, 9.3, 9.4
+     */
+    async verifySmime(content, signature, signerCertificatePem) {
+        try {
+            const result = await (await this.getSmimeCertificateManager()).verify(content, signature, signerCertificatePem);
+            return result.valid;
+        }
+        catch {
+            return false;
+        }
+    }
 }
 exports.EmailEncryptionService = EmailEncryptionService;
 //# sourceMappingURL=emailEncryptionService.js.map

package/src/lib/services/messaging/emailEncryptionService.js.map

@@ -1 +1 @@
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package/src/lib/services/messaging/emailMessageService.d.ts

@@ -184,6 +184,52 @@ export interface IEmailInput {
      * @see Requirement 16.5
      */
     senderPublicKey?: Uint8Array;
+    /**
+     * GPG public keys for recipients (armored).
+     * Maps recipient address to their ASCII-armored GPG public key.
+     * Required when encryptionScheme is GPG.
+     *
+     * @see Requirement 3.3
+     */
+    recipientGpgKeys?: Map<string, string>;
+    /**
+     * S/MIME certificates for recipients (PEM).
+     * Maps recipient address to their PEM-encoded S/MIME certificate.
+     * Required when encryptionScheme is S_MIME.
+     *
+     * @see Requirement 7.3
+     */
+    recipientSmimeCerts?: Map<string, string>;
+    /**
+     * Sender's GPG private key (armored) for signing.
+     *
+     * @see Requirement 4.4
+     */
+    senderGpgPrivateKey?: string;
+    /**
+     * Passphrase for the sender's GPG private key.
+     *
+     * @see Requirement 4.4
+     */
+    senderGpgPassphrase?: string;
+    /**
+     * Sender's S/MIME certificate (PEM) for signing.
+     *
+     * @see Requirement 8.4
+     */
+    senderSmimeCert?: string;
+    /**
+     * Sender's S/MIME private key (PEM) for signing.
+     *
+     * @see Requirement 8.4
+     */
+    senderSmimePrivateKey?: string;
+    /**
+     * Whether to sign the message (GPG or S/MIME depending on scheme).
+     *
+     * @see Requirement 4.4, 8.4
+     */
+    signMessage?: boolean;
 }
 /**
  * Input for an attachment to be included in an email.
@@ -696,6 +742,24 @@ export declare class EmailMessageService {
      * @see Requirement 3.3 - Ensure global uniqueness with timestamp, random, and node ID
      */
     generateMessageId(): string;
+    /**
+     * Wraps message content and a detached signature into a multipart/signed
+     * MIME structure per RFC 3156 (GPG) or RFC 5751 (S/MIME).
+     *
+     * The resulting IMimePart has:
+     * - Content-Type: multipart/signed with protocol, micalg, and boundary params
+     * - Two child parts: the original body part and the signature part
+     *
+     * @param bodyPart - The original message body MIME part
+     * @param signature - The detached signature (ASCII-armored string for GPG, Uint8Array for S/MIME)
+     * @param scheme - GPG or S_MIME to determine protocol and micalg values
+     * @returns An IMimePart representing the multipart/signed structure
+     *
+     * @see RFC 3156 - MIME Security with OpenPGP (GPG)
+     * @see RFC 5751 - S/MIME 3.2 Message Specification
+     * @see Requirements 4.4, 8.4
+     */
+    private assembleMultipartSigned;
     /**
      * Returns the current service configuration.
      *

package/src/lib/services/messaging/emailMessageService.d.ts.map

@@ -1 +1 @@
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+{"version":3,"file":"emailMessageService.d.ts","sourceRoot":"","sources":["../../../../../../brightchain-lib/src/lib/services/messaging/emailMessageService.ts"],"names":[],"mappings":"AAAA;;;;;;;;;;;;;;;;;;GAkBG;AAOH,OAAO,EAAE,uBAAuB,EAAE,MAAM,sDAAsD,CAAC;AAI/F,OAAO,KAAK,EAAE,cAAc,EAAE,MAAM,6CAA6C,CAAC;AAGlF,OAAO,KAAK,EAAE,mBAAmB,EAAE,MAAM,+CAA+C,CAAC;AACzF,OAAO,KAAK,EAAE,QAAQ,EAAE,MAAM,yCAAyC,CAAC;AACxE,OAAO,EAAE,KAAK,gBAAgB,EAAE,MAAM,0CAA0C,CAAC;AACjF,OAAO,KAAK,EACV,cAAc,EAEf,MAAM,0CAA0C,CAAC;AAClD,OAAO,EAGL,KAAK,YAAY,EACjB,KAAK,SAAS,EACf,MAAM,qCAAqC,CAAC;AAM7C,OAAO,KAAK,EAAE,iBAAiB,EAAE,MAAM,qBAAqB,CAAC;AAI7D;;;;;;;;GAQG;AACH,MAAM,WAAW,mBAAmB;IAClC;;;;;;;;OAQG;IACH,eAAe,EAAE,MAAM,CAAC;IAExB;;;;OAIG;IACH,iBAAiB,EAAE,MAAM,CAAC;IAE1B;;;;OAIG;IACH,cAAc,EAAE,MAAM,CAAC;IAEvB;;;;OAIG;IACH,mBAAmB,EAAE,MAAM,CAAC;IAE5B;;;OAGG;IACH,mBAAmB,EAAE,MAAM,CAAC;IAE5B;;;;OAIG;IACH,eAAe,EAAE,MAAM,CAAC;IAExB;;;;OAIG;IACH,kBAAkB,EAAE,MAAM,CAAC;IAE3B;;;;OAIG;IACH,gBAAgB,EAAE,MAAM,CAAC;IAEzB;;;;OAIG;IACH,iBAAiB,EAAE,MAAM,CAAC;IAE1B;;;;OAIG;IACH,MAAM,EAAE,MAAM,CAAC;CAChB;AAED;;GAEG;AACH,eAAO,MAAM,4BAA4B,EAAE,mBAW1C,CAAC;AAIF;;;;;;;;GAQG;AACH,MAAM,WAAW,WAAW;IAC1B,8CAA8C;IAC9C,IAAI,EAAE,QAAQ,CAAC;IAEf,qDAAqD;IACrD,MAAM,CAAC,EAAE,QAAQ,CAAC;IAElB,mCAAmC;IACnC,OAAO,CAAC,EAAE,QAAQ,EAAE,CAAC;IAErB,qCAAqC;IACrC,EAAE,CAAC,EAAE,QAAQ,EAAE,CAAC;IAEhB,oBAAoB;IACpB,EAAE,CAAC,EAAE,QAAQ,EAAE,CAAC;IAEhB,qBAAqB;IACrB,GAAG,CAAC,EAAE,QAAQ,EAAE,CAAC;IAEjB,iCAAiC;IACjC,OAAO,CAAC,EAAE,MAAM,CAAC;IAEjB,wDAAwD;IACxD,IAAI,CAAC,EAAE,IAAI,CAAC;IAEZ,kDAAkD;IAClD,SAAS,CAAC,EAAE,MAAM,CAAC;IAEnB,2CAA2C;IAC3C,SAAS,CAAC,EAAE,MAAM,CAAC;IAEnB,qCAAqC;IACrC,UAAU,CAAC,EAAE,MAAM,EAAE,CAAC;IAEtB,uCAAuC;IACvC,WAAW,CAAC,EAAE,YAAY,CAAC;IAE3B,wCAAwC;IACxC,KAAK,CAAC,EAAE,SAAS,EAAE,CAAC;IAEpB,6BAA6B;IAC7B,WAAW,CAAC,EAAE,gBAAgB,EAAE,CAAC;IAEjC,8BAA8B;IAC9B,QAAQ,CAAC,EAAE,MAAM,CAAC;IAElB,wBAAwB;IACxB,QAAQ,CAAC,EAAE,MAAM,CAAC;IAElB,uDAAuD;IACvD,aAAa,CAAC,EAAE,GAAG,CAAC,MAAM,EAAE,MAAM,EAAE,CAAC,CAAC;IAItC;;;;;;;OAOG;IACH,gBAAgB,CAAC,EAAE,uBAAuB,CAAC;IAE3C;;;;;;OAMG;IACH,mBAAmB,CAAC,EAAE,GAAG,CAAC,MAAM,EAAE,UAAU,CAAC,CAAC;IAE9C;;;;OAIG;IACH,SAAS,CAAC,EAAE,UAAU,CAAC;IAEvB;;;;;OAKG;IACH,gBAAgB,CAAC,EAAE,UAAU,CAAC;IAE9B;;;;;OAKG;IACH,eAAe,CAAC,EAAE,UAAU,CAAC;IAI7B;;;;;;OAMG;IACH,gBAAgB,CAAC,EAAE,GAAG,CAAC,MAAM,EAAE,MAAM,CAAC,CAAC;IAEvC;;;;;;OAMG;IACH,mBAAmB,CAAC,EAAE,GAAG,CAAC,MAAM,EAAE,MAAM,CAAC,CAAC;IAE1C;;;;OAIG;IACH,mBAAmB,CAAC,EAAE,MAAM,CAAC;IAE7B;;;;OAIG;IACH,mBAAmB,CAAC,EAAE,MAAM,CAAC;IAE7B;;;;OAIG;IACH,eAAe,CAAC,EAAE,MAAM,CAAC;IAEzB;;;;OAIG;IACH,qBAAqB,CAAC,EAAE,MAAM,CAAC;IAE/B;;;;OAIG;IACH,WAAW,CAAC,EAAE,OAAO,CAAC;CACvB;AAED;;GAEG;AACH,MAAM,WAAW,gBAAgB;IAC/B,0CAA0C;IAC1C,QAAQ,EAAE,MAAM,CAAC;IAEjB,kCAAkC;IAClC,QAAQ,EAAE,MAAM,CAAC;IAEjB,wCAAwC;IACxC,OAAO,EAAE,UAAU,CAAC;IAEpB,iDAAiD;IACjD,SAAS,CAAC,EAAE,MAAM,CAAC;IAEnB,kEAAkE;IAClE,MAAM,CAAC,EAAE,OAAO,CAAC;CAClB;AAID;;;;;GAKG;AACH,MAAM,WAAW,gBAAgB;IAC/B,2CAA2C;IAC3C,SAAS,EAAE,MAAM,CAAC;IAElB,gDAAgD;IAChD,oBAAoB,EAAE,MAAM,CAAC;IAE7B,4CAA4C;IAC5C,cAAc,EAAE,GAAG,CAAC,MAAM,EAAE,gBAAgB,CAAC,CAAC;IAE9C,gDAAgD;IAChD,OAAO,EAAE,OAAO,CAAC;IAEjB,mCAAmC;IACnC,KAAK,CAAC,EAAE,MAAM,CAAC;CAChB;AAED;;;;;GAKG;AACH,MAAM,WAAW,aAAa;IAC5B,0BAA0B;IAC1B,QAAQ,EAAE,cAAc,CAAC;IAEzB,6CAA6C;IAC7C,QAAQ,CAAC,EAAE,MAAM,CAAC;IAElB,uCAAuC;IACvC,QAAQ,CAAC,EAAE,MAAM,CAAC;IAElB,oDAAoD;IACpD,KAAK,EAAE,SAAS,EAAE,CAAC;IAEnB,6CAA6C;IAC7C,WAAW,EAAE,oBAAoB,EAAE,CAAC;CACrC;AAED;;GAEG;AACH,MAAM,WAAW,oBAAoB;IACnC,0BAA0B;IAC1B,QAAQ,EAAE,mBAAmB,CAAC;IAE9B,iCAAiC;IACjC,OAAO,EAAE,UAAU,CAAC;CACrB;AAID;;;;;;;;GAQG;AACH,MAAM,WAAW,WAAW;IAC1B,mCAAmC;IACnC,UAAU,CAAC,EAAE,MAAM,GAAG,QAAQ,GAAG,KAAK,CAAC;IAEvC,+BAA+B;IAC/B,aAAa,CAAC,EAAE,MAAM,CAAC;IAEvB,mCAAmC;IACnC,QAAQ,CAAC,EAAE,IAAI,CAAC;IAEhB,iCAAiC;IACjC,MAAM,CAAC,EAAE,IAAI,CAAC;IAEd,8CAA8C;IAC9C,cAAc,CAAC,EAAE,OAAO,CAAC;IAEzB,wCAAwC;IACxC,eAAe,CAAC,EAAE,MAAM,CAAC;IAEzB,+CAA+C;IAC/C,UAAU,CAAC,EAAE,MAAM,CAAC;IAEpB,iBAAiB;IACjB,MAAM,CAAC,EAAE,MAAM,GAAG,QAAQ,GAAG,SAAS,GAAG,MAAM,CAAC;IAEhD,qBAAqB;IACrB,aAAa,CAAC,EAAE,KAAK,GAAG,MAAM,CAAC;IAE/B,4BAA4B;IAC5B,IAAI,CAAC,EAAE,MAAM,CAAC;IAEd,iCAAiC;IACjC,QAAQ,CAAC,EAAE,MAAM,CAAC;CACnB;AAED;;;;;GAKG;AACH,MAAM,WAAW,YAAY;IAC3B,0CAA0C;IAC1C,MAAM,EAAE,cAAc,EAAE,CAAC;IAEzB,sCAAsC;IACtC,UAAU,EAAE,MAAM,CAAC;IAEnB,iDAAiD;IACjD,WAAW,EAAE,MAAM,CAAC;IAEpB,oCAAoC;IACpC,IAAI,EAAE,MAAM,CAAC;IAEb,iCAAiC;IACjC,QAAQ,EAAE,MAAM,CAAC;IAEjB,mCAAmC;IACnC,OAAO,EAAE,OAAO,CAAC;CAClB;AAID;;GAEG;AACH,MAAM,WAAW,WAAW;IAC1B,mCAAmC;IACnC,IAAI,EAAE,QAAQ,CAAC;IAEf,qDAAqD;IACrD,QAAQ,CAAC,EAAE,OAAO,CAAC;IAEnB,mCAAmC;IACnC,YAAY,CAAC,EAAE,QAAQ,EAAE,CAAC;IAE1B,+BAA+B;IAC/B,YAAY,CAAC,EAAE,QAAQ,EAAE,CAAC;IAE1B,2DAA2D;IAC3D,OAAO,CAAC,EAAE,MAAM,CAAC;IAEjB,4BAA4B;IAC5B,QAAQ,CAAC,EAAE,MAAM,CAAC;IAElB,sBAAsB;IACtB,QAAQ,CAAC,EAAE,MAAM,CAAC;IAElB,0CAA0C;IAC1C,WAAW,CAAC,EAAE,gBAAgB,EAAE,CAAC;CAClC;AAID;;;;;;;;GAQG;AACH,MAAM,WAAW,mBAAmB;IAClC,2BAA2B;IAC3B,KAAK,CAAC,QAAQ,EAAE,cAAc,GAAG,OAAO,CAAC,IAAI,CAAC,CAAC;IAE/C,4CAA4C;IAC5C,GAAG,CAAC,SAAS,EAAE,MAAM,GAAG,OAAO,CAAC,cAAc,GAAG,IAAI,CAAC,CAAC;IAEvD,0CAA0C;IAC1C,MAAM,CAAC,SAAS,EAAE,MAAM,GAAG,O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package/src/lib/services/messaging/emailMessageService.js

@@ -269,21 +269,91 @@ class EmailMessageService {
                     }
                 }
                 else if (email.encryptionScheme === messageEncryptionScheme_1.MessageEncryptionScheme.S_MIME) {
-                    // S/MIME encryption: requires both recipient keys and sender keys
-                    if (!email.recipientPublicKeys ||
-                        email.recipientPublicKeys.size === 0) {
-                        throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.ENCRYPTION_FAILED, 'Recipient public keys are required for S/MIME encryption');
+                    // Real S/MIME CMS encryption (RFC 5751)
+                    // Sign before encrypt per Requirement 8.2
+                    if (email.signMessage &&
+                        email.senderSmimeCert &&
+                        email.senderSmimePrivateKey) {
+                        const signResult = await encryptionService.signSmime(bodyContent, email.senderSmimeCert, email.senderSmimePrivateKey);
+                        // Build a body MIME part for the multipart/signed assembly
+                        const bodyMimePart = {
+                            contentType: contentType,
+                            body: bodyContent,
+                            size: bodyContent.length,
+                        };
+                        const signedPart = this.assembleMultipartSigned(bodyMimePart, signResult.signature, messageEncryptionScheme_1.MessageEncryptionScheme.S_MIME);
+                        metadata.parts = [signedPart];
+                        metadata.isSigned = true;
+                        metadata.contentSignature = signResult.signature;
+                        metadata.signerPublicKey = signResult.signerPublicKey;
                     }
-                    if (!email.senderPrivateKey || !email.senderPublicKey) {
-                        throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.ENCRYPTION_FAILED, 'Sender private and public keys are required for S/MIME encryption');
+                    // Encrypt if recipient S/MIME certs are provided
+                    if (email.recipientSmimeCerts && email.recipientSmimeCerts.size > 0) {
+                        const result = await encryptionService.encryptSmimeReal(bodyContent, email.recipientSmimeCerts, email.senderSmimeCert, email.senderSmimePrivateKey);
+                        metadata.encryptedKeys = result.encryptionMetadata.encryptedKeys;
+                        metadata.encryptionIv = result.encryptionMetadata.iv;
+                        metadata.encryptionAuthTag = result.encryptionMetadata.authTag;
+                        if (result.encryptionMetadata.isSigned) {
+                            metadata.isSigned = result.encryptionMetadata.isSigned;
+                            metadata.contentSignature = result.encryptionMetadata.signature;
+                            metadata.signerPublicKey =
+                                result.encryptionMetadata.signerPublicKey;
+                        }
+                    }
+                    else if (!email.signMessage) {
+                        // Fallback to legacy S/MIME stub if no real certs provided
+                        if (!email.recipientPublicKeys ||
+                            email.recipientPublicKeys.size === 0) {
+                            throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.ENCRYPTION_FAILED, 'Recipient public keys or S/MIME certificates are required for S/MIME encryption');
+                        }
+                        if (!email.senderPrivateKey || !email.senderPublicKey) {
+                            throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.ENCRYPTION_FAILED, 'Sender private and public keys are required for S/MIME encryption');
+                        }
+                        const result = await encryptionService.encryptSmime(bodyContent, email.recipientPublicKeys, email.senderPrivateKey, email.senderPublicKey);
+                        metadata.encryptedKeys = result.encryptionMetadata.encryptedKeys;
+                        metadata.encryptionIv = result.encryptionMetadata.iv;
+                        metadata.encryptionAuthTag = result.encryptionMetadata.authTag;
+                        metadata.isSigned = result.encryptionMetadata.isSigned;
+                        metadata.contentSignature = result.encryptionMetadata.signature;
+                        metadata.signerPublicKey =
+                            result.encryptionMetadata.signerPublicKey;
+                    }
+                }
+                else if (email.encryptionScheme === messageEncryptionScheme_1.MessageEncryptionScheme.GPG) {
+                    // GPG encryption (RFC 4880) with optional signing (RFC 3156)
+                    // Sign before encrypt per Requirement 4.2
+                    if (email.signMessage &&
+                        email.senderGpgPrivateKey &&
+                        email.senderGpgPassphrase) {
+                        const signResult = await encryptionService.signGpg(bodyContent, email.senderGpgPrivateKey, email.senderGpgPassphrase);
+                        // Build a body MIME part for the multipart/signed assembly
+                        const bodyMimePart = {
+                            contentType: contentType,
+                            body: bodyContent,
+                            size: bodyContent.length,
+                        };
+                        const signedPart = this.assembleMultipartSigned(bodyMimePart, signResult.signature, messageEncryptionScheme_1.MessageEncryptionScheme.GPG);
+                        metadata.parts = [signedPart];
+                        metadata.isSigned = true;
+                        metadata.contentSignature = signResult.signature;
+                        metadata.signerPublicKey = signResult.signerPublicKey;
+                    }
+                    // Encrypt if recipient GPG keys are provided
+                    if (email.recipientGpgKeys && email.recipientGpgKeys.size > 0) {
+                        const result = await encryptionService.encryptGpg(bodyContent, email.recipientGpgKeys, email.senderGpgPrivateKey, email.senderGpgPassphrase);
+                        metadata.encryptedKeys = result.encryptionMetadata.encryptedKeys;
+                        metadata.encryptionIv = result.encryptionMetadata.iv;
+                        metadata.encryptionAuthTag = result.encryptionMetadata.authTag;
+                        if (result.encryptionMetadata.isSigned) {
+                            metadata.isSigned = result.encryptionMetadata.isSigned;
+                            metadata.contentSignature = result.encryptionMetadata.signature;
+                            metadata.signerPublicKey =
+                                result.encryptionMetadata.signerPublicKey;
+                        }
+                    }
+                    else {
+                        throw new emailError_1.EmailError(emailErrorType_1.EmailErrorType.ENCRYPTION_FAILED, 'Recipient GPG public keys are required for GPG encryption');
                     }
-                    const result = await encryptionService.encryptSmime(bodyContent, email.recipientPublicKeys, email.senderPrivateKey, email.senderPublicKey);
-                    metadata.encryptedKeys = result.encryptionMetadata.encryptedKeys;
-                    metadata.encryptionIv = result.encryptionMetadata.iv;
-                    metadata.encryptionAuthTag = result.encryptionMetadata.authTag;
-                    metadata.isSigned = result.encryptionMetadata.isSigned;
-                    metadata.contentSignature = result.encryptionMetadata.signature;
-                    metadata.signerPublicKey = result.encryptionMetadata.signerPublicKey;
                 }
             }
             catch (err) {
@@ -1100,6 +1170,65 @@ class EmailMessageService {
         const idRight = this.config.nodeId;
         return `<${idLeft}@${idRight}>`;
     }
+    // ─── Multipart/Signed Assembly (RFC 3156, RFC 5751) ─────────────────
+    /**
+     * Wraps message content and a detached signature into a multipart/signed
+     * MIME structure per RFC 3156 (GPG) or RFC 5751 (S/MIME).
+     *
+     * The resulting IMimePart has:
+     * - Content-Type: multipart/signed with protocol, micalg, and boundary params
+     * - Two child parts: the original body part and the signature part
+     *
+     * @param bodyPart - The original message body MIME part
+     * @param signature - The detached signature (ASCII-armored string for GPG, Uint8Array for S/MIME)
+     * @param scheme - GPG or S_MIME to determine protocol and micalg values
+     * @returns An IMimePart representing the multipart/signed structure
+     *
+     * @see RFC 3156 - MIME Security with OpenPGP (GPG)
+     * @see RFC 5751 - S/MIME 3.2 Message Specification
+     * @see Requirements 4.4, 8.4
+     */
+    assembleMultipartSigned(bodyPart, signature, scheme) {
+        // Generate a unique boundary string
+        const randomBytes = (0, platformCrypto_1.getRandomBytes)(16);
+        const boundaryId = Array.from(randomBytes)
+            .map((b) => b.toString(16).padStart(2, '0'))
+            .join('');
+        const boundary = `----=_SignatureBoundary_${boundaryId}`;
+        // Determine protocol and micalg based on scheme
+        const isGpg = scheme === messageEncryptionScheme_1.MessageEncryptionScheme.GPG;
+        const protocol = isGpg
+            ? 'application/pgp-signature'
+            : 'application/pkcs7-signature';
+        const micalg = isGpg ? 'pgp-sha256' : 'sha-256';
+        // Build the signature part
+        const signatureBytes = typeof signature === 'string'
+            ? new TextEncoder().encode(signature)
+            : signature;
+        const signaturePart = {
+            contentType: (0, mimePart_1.createContentType)('application', isGpg ? 'pgp-signature' : 'pkcs7-signature', new Map([['name', isGpg ? 'signature.asc' : 'smime.p7s']])),
+            contentDisposition: {
+                type: 'attachment',
+                filename: isGpg ? 'signature.asc' : 'smime.p7s',
+            },
+            contentTransferEncoding: isGpg
+                ? mimePart_1.ContentTransferEncoding.SevenBit
+                : mimePart_1.ContentTransferEncoding.Base64,
+            body: signatureBytes,
+            size: signatureBytes.length,
+        };
+        // Build the multipart/signed container
+        const multipartSigned = {
+            contentType: (0, mimePart_1.createContentType)('multipart', 'signed', new Map([
+                ['protocol', protocol],
+                ['micalg', micalg],
+                ['boundary', boundary],
+            ])),
+            parts: [bodyPart, signaturePart],
+            size: bodyPart.size + signaturePart.size,
+        };
+        return multipartSigned;
+    }
     // ─── Configuration Access ───────────────────────────────────────────
     /**
      * Returns the current service configuration.