diff --git a/tests/test_issues_server.py b/tests/test_issues_server.py
index 13b3056779219fbf68e9069ff9908f1ab162c22b..8bedd0250a9b256c12edaf6c0155b7eb39c64d4f 100644
--- a/tests/test_issues_server.py
+++ b/tests/test_issues_server.py
@@ -1483,6 +1483,7 @@ def test_235_long_name():
         assert not isinstance(exc, db.HTTPServerError)
         # TODO more specific error should be asserted
 
+
 @pytest.mark.xfail(reason="https://gitlab.com/linkahead/linkahead-server/-/issues/248")
 def test_248():
     """Querying for entities with property fails if using ID."""
@@ -1491,3 +1492,16 @@ def test_248():
     rec = db.Record().add_parent(rt).add_property(prop, value=23).insert()
     results = db.execute_query(f"FIND Entity with {prop.id}")
     assert len(results) == 1
+
+
+@pytest.mark.xfail(reason="https://gitlab.com/linkahead/linkahead-server/-/issues/253")
+def test_253():
+    """Value in string queries may not start with large number of digits."""
+    test_strings = [
+        "0123456789",
+        "hello" + "0123456789" * 5 + "world",
+        "0123456789" * 5 + "world",
+    ]
+    for string in test_strings:
+        results = db.execute_query(f"FIND Entity with prop={string}")
+        assert len(results) == 0