diff --git a/apps/api/pyproject.toml b/apps/api/pyproject.toml
index bd2aeb25..8e011737 100644
--- a/apps/api/pyproject.toml
+++ b/apps/api/pyproject.toml
@@ -13,9 +13,9 @@ dependencies = [
     "fastapi>=0.115.0",
     "fastapi-jwt-auth>=0.5.0",
     "httpx>=0.27.0",
-    "langchain>=0.2.0",
-    "langchain-community>=0.2.0",
-    "langchain-openai>=0.1.7",
+    "langchain>=0.1.7",
+    "langchain-community>=0.0.20",
+    "langchain-openai>=0.0.6",
     "openai>=1.50.2",
     "passlib>=1.7.4",
     "psycopg2-binary>=2.9.9",
diff --git a/apps/api/src/services/ai/base.py b/apps/api/src/services/ai/base.py
index 30965297..6249ed8a 100644
--- a/apps/api/src/services/ai/base.py
+++ b/apps/api/src/services/ai/base.py
@@ -1,10 +1,10 @@
 from typing import Optional, Dict, Any
 from uuid import uuid4
 from langchain.agents import AgentExecutor
-from langchain_text_splitters import CharacterTextSplitter
+from langchain.text_splitter import CharacterTextSplitter
 from langchain_community.vectorstores import Chroma
 from langchain.agents.openai_functions_agent.base import OpenAIFunctionsAgent
-from langchain_core.prompts import MessagesPlaceholder
+from langchain.prompts import MessagesPlaceholder
 from langchain_community.chat_message_histories import RedisChatMessageHistory
 from langchain_core.messages import SystemMessage
 from langchain.agents.openai_functions_agent.agent_token_buffer_memory import (
diff --git a/apps/api/src/services/ai/init.py b/apps/api/src/services/ai/init.py
index 47f6733f..bd1c732e 100644
--- a/apps/api/src/services/ai/init.py
+++ b/apps/api/src/services/ai/init.py
@@ -1,7 +1,8 @@
 from typing import Optional
 from functools import lru_cache
 import chromadb
-from langchain_openai import OpenAIEmbeddings, ChatOpenAI
+from langchain_openai import OpenAIEmbeddings
+from langchain_community.chat_models import ChatOpenAI
 from config.config import get_learnhouse_config
 
 @lru_cache()
diff --git a/apps/api/uv.lock b/apps/api/uv.lock
index f89fa3de..b8745cc7 100644
--- a/apps/api/uv.lock
+++ b/apps/api/uv.lock
@@ -1035,9 +1035,9 @@ requires-dist = [
     { name = "fastapi", specifier = ">=0.115.0" },
     { name = "fastapi-jwt-auth", specifier = ">=0.5.0" },
     { name = "httpx", specifier = ">=0.27.0" },
-    { name = "langchain", specifier = ">=0.2.0" },
-    { name = "langchain-community", specifier = ">=0.2.0" },
-    { name = "langchain-openai", specifier = ">=0.1.7" },
+    { name = "langchain", specifier = ">=0.1.7" },
+    { name = "langchain-community", specifier = ">=0.0.20" },
+    { name = "langchain-openai", specifier = ">=0.0.6" },
     { name = "openai", specifier = ">=1.50.2" },
     { name = "passlib", specifier = ">=1.7.4" },
     { name = "psycopg2-binary", specifier = ">=2.9.9" },