diff --git a/backend/open_webui/routers/files.py b/backend/open_webui/routers/files.py
index ad556d327..9f4697593 100644
--- a/backend/open_webui/routers/files.py
+++ b/backend/open_webui/routers/files.py
@@ -96,6 +96,9 @@ def upload_file(
         filename = os.path.basename(unsanitized_filename)
 
         file_extension = os.path.splitext(filename)[1]
+        # Remove the leading dot from the file extension
+        file_extension = file_extension[1:] if file_extension else ""
+
         if request.app.state.config.ALLOWED_FILE_EXTENSIONS:
             request.app.state.config.ALLOWED_FILE_EXTENSIONS = [
                 ext for ext in request.app.state.config.ALLOWED_FILE_EXTENSIONS if ext