diff --git a/.env.example b/.env.example
index 2b811c79de..a58a37efb6 100644
--- a/.env.example
+++ b/.env.example
@@ -453,8 +453,8 @@ OPENID_REUSE_TOKENS=
 OPENID_JWKS_URL_CACHE_ENABLED=
 OPENID_JWKS_URL_CACHE_TIME= # 600000 ms eq to 10 minutes leave empty to disable caching
 #Set to true to trigger token exchange flow to acquire access token for the userinfo endpoint.
-OPENID_ON_BEHALF_FLOW_FOR_USERINFRO_REQUIRED=
-OPENID_ON_BEHALF_FLOW_USERINFRO_SCOPE = "user.read" # example for Scope Needed for Microsoft Graph API
+OPENID_ON_BEHALF_FLOW_FOR_USERINFO_REQUIRED=
+OPENID_ON_BEHALF_FLOW_USERINFO_SCOPE="user.read" # example for Scope Needed for Microsoft Graph API
 # Set to true to use the OpenID Connect end session endpoint for logout
 OPENID_USE_END_SESSION_ENDPOINT=
 
diff --git a/api/app/clients/prompts/createContextHandlers.js b/api/app/clients/prompts/createContextHandlers.js
index 57847bea3e..b3ea9164e7 100644
--- a/api/app/clients/prompts/createContextHandlers.js
+++ b/api/app/clients/prompts/createContextHandlers.js
@@ -1,6 +1,7 @@
 const axios = require('axios');
-const { isEnabled } = require('~/server/utils');
-const { logger } = require('~/config');
+const { isEnabled } = require('@librechat/api');
+const { logger } = require('@librechat/data-schemas');
+const { generateShortLivedToken } = require('~/server/services/AuthService');
 
 const footer = `Use the context as your learned knowledge to better answer the user.
 
@@ -18,7 +19,7 @@ function createContextHandlers(req, userMessageContent) {
   const queryPromises = [];
   const processedFiles = [];
   const processedIds = new Set();
-  const jwtToken = req.headers.authorization.split(' ')[1];
+  const jwtToken = generateShortLivedToken(req.user.id);
   const useFullContext = isEnabled(process.env.RAG_USE_FULL_CONTEXT);
 
   const query = async (file) => {
diff --git a/api/app/clients/tools/util/fileSearch.js b/api/app/clients/tools/util/fileSearch.js
index 19d3a79edb..050a0fd896 100644
--- a/api/app/clients/tools/util/fileSearch.js
+++ b/api/app/clients/tools/util/fileSearch.js
@@ -1,9 +1,10 @@
 const { z } = require('zod');
 const axios = require('axios');
 const { tool } = require('@langchain/core/tools');
+const { logger } = require('@librechat/data-schemas');
 const { Tools, EToolResources } = require('librechat-data-provider');
+const { generateShortLivedToken } = require('~/server/services/AuthService');
 const { getFiles } = require('~/models/File');
-const { logger } = require('~/config');
 
 /**
  *
@@ -59,7 +60,7 @@ const createFileSearchTool = async ({ req, files, entity_id }) => {
       if (files.length === 0) {
         return 'No files to search. Instruct the user to add files for the search.';
       }
-      const jwtToken = req.headers.authorization.split(' ')[1];
+      const jwtToken = generateShortLivedToken(req.user.id);
       if (!jwtToken) {
         return 'There was an error authenticating the file search request.';
       }
diff --git a/api/server/services/AuthService.js b/api/server/services/AuthService.js
index 6061277437..8c7cbf7d92 100644
--- a/api/server/services/AuthService.js
+++ b/api/server/services/AuthService.js
@@ -1,4 +1,5 @@
 const bcrypt = require('bcryptjs');
+const jwt = require('jsonwebtoken');
 const { webcrypto } = require('node:crypto');
 const { isEnabled } = require('@librechat/api');
 const { logger } = require('@librechat/data-schemas');
@@ -499,6 +500,18 @@ const resendVerificationEmail = async (req) => {
     };
   }
 };
+/**
+ * Generate a short-lived JWT token
+ * @param {String} userId - The ID of the user
+ * @param {String} [expireIn='5m'] - The expiration time for the token (default is 5 minutes)
+ * @returns {String} - The generated JWT token
+ */
+const generateShortLivedToken = (userId, expireIn = '5m') => {
+  return jwt.sign({ id: userId }, process.env.JWT_SECRET, {
+    expiresIn: expireIn,
+    algorithm: 'HS256',
+  });
+};
 
 module.exports = {
   logoutUser,
@@ -506,7 +519,8 @@ module.exports = {
   registerUser,
   setAuthTokens,
   resetPassword,
+  setOpenIDAuthTokens,
   requestPasswordReset,
   resendVerificationEmail,
-  setOpenIDAuthTokens,
+  generateShortLivedToken,
 };
diff --git a/api/server/services/Files/Local/crud.js b/api/server/services/Files/Local/crud.js
index 7df528c5e1..455d4e0c4f 100644
--- a/api/server/services/Files/Local/crud.js
+++ b/api/server/services/Files/Local/crud.js
@@ -1,10 +1,11 @@
 const fs = require('fs');
 const path = require('path');
 const axios = require('axios');
+const { logger } = require('@librechat/data-schemas');
 const { EModelEndpoint } = require('librechat-data-provider');
+const { generateShortLivedToken } = require('~/server/services/AuthService');
 const { getBufferMetadata } = require('~/server/utils');
 const paths = require('~/config/paths');
-const { logger } = require('~/config');
 
 /**
  * Saves a file to a specified output path with a new filename.
@@ -206,7 +207,7 @@ const deleteLocalFile = async (req, file) => {
   const cleanFilepath = file.filepath.split('?')[0];
 
   if (file.embedded && process.env.RAG_API_URL) {
-    const jwtToken = req.headers.authorization.split(' ')[1];
+    const jwtToken = generateShortLivedToken(req.user.id);
     axios.delete(`${process.env.RAG_API_URL}/documents`, {
       headers: {
         Authorization: `Bearer ${jwtToken}`,
diff --git a/api/server/services/Files/VectorDB/crud.js b/api/server/services/Files/VectorDB/crud.js
index 1aeabc6c46..d7018f7669 100644
--- a/api/server/services/Files/VectorDB/crud.js
+++ b/api/server/services/Files/VectorDB/crud.js
@@ -4,6 +4,7 @@ const FormData = require('form-data');
 const { logAxiosError } = require('@librechat/api');
 const { logger } = require('@librechat/data-schemas');
 const { FileSources } = require('librechat-data-provider');
+const { generateShortLivedToken } = require('~/server/services/AuthService');
 
 /**
  * Deletes a file from the vector database. This function takes a file object, constructs the full path, and
@@ -23,7 +24,8 @@ const deleteVectors = async (req, file) => {
     return;
   }
   try {
-    const jwtToken = req.headers.authorization.split(' ')[1];
+    const jwtToken = generateShortLivedToken(req.user.id);
+
     return await axios.delete(`${process.env.RAG_API_URL}/documents`, {
       headers: {
         Authorization: `Bearer ${jwtToken}`,
@@ -70,7 +72,7 @@ async function uploadVectors({ req, file, file_id, entity_id }) {
   }
 
   try {
-    const jwtToken = req.headers.authorization.split(' ')[1];
+    const jwtToken = generateShortLivedToken(req.user.id);
     const formData = new FormData();
     formData.append('file_id', file_id);
     formData.append('file', fs.createReadStream(file.path));
diff --git a/api/strategies/openidStrategy.js b/api/strategies/openidStrategy.js
index 2449872a9d..63a1aafd5a 100644
--- a/api/strategies/openidStrategy.js
+++ b/api/strategies/openidStrategy.js
@@ -118,7 +118,7 @@ class CustomOpenIDStrategy extends OpenIDStrategy {
  */
 const exchangeAccessTokenIfNeeded = async (config, accessToken, sub, fromCache = false) => {
   const tokensCache = getLogStores(CacheKeys.OPENID_EXCHANGED_TOKENS);
-  const onBehalfFlowRequired = isEnabled(process.env.OPENID_ON_BEHALF_FLOW_FOR_USERINFRO_REQUIRED);
+  const onBehalfFlowRequired = isEnabled(process.env.OPENID_ON_BEHALF_FLOW_FOR_USERINFO_REQUIRED);
   if (onBehalfFlowRequired) {
     if (fromCache) {
       const cachedToken = await tokensCache.get(sub);
@@ -130,7 +130,7 @@ const exchangeAccessTokenIfNeeded = async (config, accessToken, sub, fromCache =
       config,
       'urn:ietf:params:oauth:grant-type:jwt-bearer',
       {
-        scope: process.env.OPENID_ON_BEHALF_FLOW_USERINFRO_SCOPE || 'user.read',
+        scope: process.env.OPENID_ON_BEHALF_FLOW_USERINFO_SCOPE || 'user.read',
         assertion: accessToken,
         requested_token_use: 'on_behalf_of',
       },