diff --git a/packages/api/src/mcp/MCPConnectionFactory.ts b/packages/api/src/mcp/MCPConnectionFactory.ts
index 8e093cc475..d331178443 100644
--- a/packages/api/src/mcp/MCPConnectionFactory.ts
+++ b/packages/api/src/mcp/MCPConnectionFactory.ts
@@ -245,13 +245,15 @@ export class MCPConnectionFactory {
     basic: t.BasicConnectionOptions,
     options?: t.OAuthConnectionOptions | t.UserConnectionContext,
   ) {
-    this.serverConfig = processMCPEnv({
-      user: options?.user,
-      body: options?.requestBody,
-      dbSourced: basic.dbSourced,
-      options: basic.serverConfig,
-      customUserVars: options?.customUserVars,
-    });
+    this.serverConfig = basic.skipEnvProcessing
+      ? basic.serverConfig
+      : processMCPEnv({
+          user: options?.user,
+          body: options?.requestBody,
+          dbSourced: basic.dbSourced,
+          options: basic.serverConfig,
+          customUserVars: options?.customUserVars,
+        });
     this.serverName = basic.serverName;
     this.useSSRFProtection = basic.useSSRFProtection === true;
     this.allowedDomains = basic.allowedDomains;
diff --git a/packages/api/src/mcp/MCPManager.ts b/packages/api/src/mcp/MCPManager.ts
index c33fade7aa..a3ce6bc333 100644
--- a/packages/api/src/mcp/MCPManager.ts
+++ b/packages/api/src/mcp/MCPManager.ts
@@ -355,6 +355,7 @@ Please follow these instructions when using tools from the respective MCP server
             serverName,
             serverConfig: currentOptions,
             dbSourced: isDbSourced,
+            skipEnvProcessing: true,
             useSSRFProtection: registry.shouldEnableSSRFProtection(),
             allowedDomains: registry.getAllowedDomains(),
             allowedAddresses: registry.getAllowedAddresses(),
diff --git a/packages/api/src/mcp/__tests__/MCPConnectionFactory.test.ts b/packages/api/src/mcp/__tests__/MCPConnectionFactory.test.ts
index 4a25c3522b..eb3440e708 100644
--- a/packages/api/src/mcp/__tests__/MCPConnectionFactory.test.ts
+++ b/packages/api/src/mcp/__tests__/MCPConnectionFactory.test.ts
@@ -1648,6 +1648,38 @@ describe('MCPConnectionFactory', () => {
       expect(mockMCPOAuthHandler.initiateOAuthFlow).toHaveBeenCalled();
     });
 
+    it('should not process already resolved configs for request OAuth handlers', () => {
+      const sseConfig = {
+        ...mockServerConfig,
+        url: 'https://api.example.com/${SHOULD_NOT_EXPAND}',
+        type: 'sse' as const,
+      } as t.SSEOptions;
+      mockProcessMCPEnv.mockClear();
+
+      const cleanup = MCPConnectionFactory.attachRequestOAuthHandler(
+        {
+          serverName: 'test-server',
+          serverConfig: sseConfig,
+          skipEnvProcessing: true,
+        },
+        {
+          useOAuth: true,
+          user: mockUser,
+          flowManager: mockFlowManager,
+          oauthStart: jest.fn(),
+        },
+        mockConnectionInstance,
+      );
+
+      expect(mockProcessMCPEnv).not.toHaveBeenCalled();
+      expect(mockConnectionInstance.on).toHaveBeenCalledWith(
+        'oauthReauthenticationRequired',
+        expect.any(Function),
+      );
+
+      cleanup();
+    });
+
     it('should not reuse request-scoped OAuth callbacks after connection is cached', async () => {
       const sseConfig = {
         ...mockServerConfig,
diff --git a/packages/api/src/mcp/__tests__/MCPManager.test.ts b/packages/api/src/mcp/__tests__/MCPManager.test.ts
index cd30a75318..31af50364f 100644
--- a/packages/api/src/mcp/__tests__/MCPManager.test.ts
+++ b/packages/api/src/mcp/__tests__/MCPManager.test.ts
@@ -9,6 +9,7 @@ import { ConnectionsRepository } from '~/mcp/ConnectionsRepository';
 import { MCPConnection } from '~/mcp/connection';
 import { MCPManager } from '~/mcp/MCPManager';
 import * as graphUtils from '~/utils/graph';
+import { processMCPEnv } from '~/utils/env';
 
 // Mock external dependencies
 jest.mock('@librechat/data-schemas', () => ({
@@ -55,6 +56,7 @@ jest.mock('~/mcp/ConnectionsRepository');
 jest.mock('~/mcp/MCPConnectionFactory');
 
 const mockLogger = logger as jest.Mocked<typeof logger>;
+const mockProcessMCPEnv = processMCPEnv as jest.MockedFunction<typeof processMCPEnv>;
 
 describe('MCPManager', () => {
   const userId = 'test-user-123';
@@ -534,6 +536,65 @@ describe('MCPManager', () => {
       );
     });
 
+    it('should attach request OAuth handler without reprocessing resolved config', async () => {
+      const rawServerConfig = {
+        type: 'sse',
+        url: 'https://api.example.com/{{LIBRECHAT_USER_ID}}',
+        headers: {
+          Authorization: 'Bearer {{USER_TOKEN}}',
+        },
+        requiresOAuth: true,
+        oauth: {
+          authorization_url: 'https://auth.example.com/authorize',
+        },
+      } as t.ParsedServerConfig;
+      const processedServerConfig = {
+        ...rawServerConfig,
+        url: 'https://api.example.com/user-123',
+        headers: {
+          Authorization: 'Bearer ${SHOULD_NOT_EXPAND}',
+        },
+      };
+      const cleanupOAuthHandler = jest.fn();
+
+      mockProcessMCPEnv.mockReturnValueOnce(processedServerConfig);
+      (MCPConnectionFactory.attachRequestOAuthHandler as jest.Mock).mockReturnValue(
+        cleanupOAuthHandler,
+      );
+      mockAppConnections({
+        get: jest.fn().mockResolvedValue(mockConnection),
+      });
+      (mockRegistryInstance.getServerConfig as jest.Mock).mockResolvedValue(rawServerConfig);
+
+      const manager = await MCPManager.createInstance(newMCPServersConfig());
+      const oauthStart = jest.fn();
+
+      await manager.callTool({
+        user: mockUser as IUser,
+        serverName,
+        toolName: 'test_tool',
+        provider: 'openai',
+        oauthStart,
+        flowManager: mockFlowManager as unknown as Parameters<
+          typeof manager.callTool
+        >[0]['flowManager'],
+      });
+
+      expect(mockProcessMCPEnv).toHaveBeenCalledTimes(1);
+      expect(MCPConnectionFactory.attachRequestOAuthHandler).toHaveBeenCalledWith(
+        expect.objectContaining({
+          serverConfig: processedServerConfig,
+          skipEnvProcessing: true,
+        }),
+        expect.objectContaining({
+          oauthStart,
+          user: mockUser,
+        }),
+        mockConnection,
+      );
+      expect(cleanupOAuthHandler).toHaveBeenCalled();
+    });
+
     it('should pass options unchanged when no graphTokenResolver is provided', async () => {
       const serverConfig: t.SSEOptions = {
         type: 'sse',
diff --git a/packages/api/src/mcp/types/index.ts b/packages/api/src/mcp/types/index.ts
index ed85c13fa9..69322cd4a3 100644
--- a/packages/api/src/mcp/types/index.ts
+++ b/packages/api/src/mcp/types/index.ts
@@ -184,6 +184,8 @@ export interface BasicConnectionOptions {
   allowedAddresses?: string[] | null;
   /** When true, only resolve customUserVars in processMCPEnv (for DB-stored servers) */
   dbSourced?: boolean;
+  /** When true, serverConfig has already gone through processMCPEnv for this request */
+  skipEnvProcessing?: boolean;
 }
 
 /** User context for placeholder resolution in MCP connections (non-OAuth and OAuth alike) */