diff --git a/pyproject.toml b/pyproject.toml
index 22cfd57f4..010e874be 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -30,7 +30,7 @@ requires-python = ">= 3.10"
 dependencies = [
     "exceptiongroup >= 1.0.2; python_version < '3.11'",
     "idna >= 2.8",
-    "typing_extensions >= 4.5; python_version < '3.13'",
+    "typing_extensions >= 4.16.0; python_version < '3.15'",
 ]
 dynamic = ["version"]
 
diff --git a/src/anyio/_backends/_trio.py b/src/anyio/_backends/_trio.py
index 7ed0f2fee..2e67786e8 100644
--- a/src/anyio/_backends/_trio.py
+++ b/src/anyio/_backends/_trio.py
@@ -91,6 +91,9 @@
 
     from ..streams.memory import MemoryObjectSendStream
 
+if sys.version_info < (3, 15):
+    from typing_extensions import sentinel
+
 if sys.version_info >= (3, 11):
     from typing import Self, TypeVarTuple, Unpack
 else:
@@ -196,7 +199,7 @@ def shield(self, value: bool) -> None:
 # Task groups
 #
 
-empty_start_value = object()
+empty_start_value = sentinel("empty_start_value")
 
 
 class _TrioTaskStatus(abc.TaskStatus[T_contra], Generic[T_contra]):
diff --git a/src/anyio/_core/_typedattr.py b/src/anyio/_core/_typedattr.py
index f358a448c..59d3da9d8 100644
--- a/src/anyio/_core/_typedattr.py
+++ b/src/anyio/_core/_typedattr.py
@@ -1,13 +1,17 @@
 from __future__ import annotations
 
+import sys
 from collections.abc import Callable, Mapping
 from typing import Any, TypeVar, final, overload
 
 from ._exceptions import TypedAttributeLookupError
 
+if sys.version_info < (3, 15):
+    from typing_extensions import sentinel
+
 T_Attr = TypeVar("T_Attr")
 T_Default = TypeVar("T_Default")
-undefined = object()
+undefined = sentinel("undefined")
 
 
 def typed_attribute() -> Any:
diff --git a/src/anyio/itertools.py b/src/anyio/itertools.py
index 867e3360f..2a10cfd3b 100644
--- a/src/anyio/itertools.py
+++ b/src/anyio/itertools.py
@@ -42,9 +42,12 @@
 from ._core._tasks import CancelScope
 from .lowlevel import cancel_shielded_checkpoint, checkpoint, checkpoint_if_cancelled
 
+if sys.version_info < (3, 15):
+    from typing_extensions import sentinel
+
 T = TypeVar("T")
 R = TypeVar("R")
-_tee_end = object()
+_tee_end = sentinel("_tee_end")
 
 
 @dataclass(eq=False)