diff --git a/samples/IntegrationTestApp/MainWindow.axaml.cs b/samples/IntegrationTestApp/MainWindow.axaml.cs
index 170936f50d..986eb920a3 100644
--- a/samples/IntegrationTestApp/MainWindow.axaml.cs
+++ b/samples/IntegrationTestApp/MainWindow.axaml.cs
@@ -49,7 +49,7 @@ namespace IntegrationTestApp
                 var menuItem = new NativeMenuItem
                 {
                     Header = (string?)tabItem.Header,
-                    ToolTip = (string?)tabItem.Header,
+                    ToolTip = $"Tip:{(string?)tabItem.Header}",
                     IsChecked = tabItem.IsSelected,
                     ToggleType = NativeMenuItemToggleType.Radio,
                 };
diff --git a/src/Avalonia.Base/Platform/Internal/AssemblyDescriptorResolver.cs b/src/Avalonia.Base/Platform/Internal/AssemblyDescriptorResolver.cs
index 8360feff4a..0a23014cac 100644
--- a/src/Avalonia.Base/Platform/Internal/AssemblyDescriptorResolver.cs
+++ b/src/Avalonia.Base/Platform/Internal/AssemblyDescriptorResolver.cs
@@ -26,7 +26,7 @@ internal class AssemblyDescriptorResolver: IAssemblyDescriptorResolver
         if (!_assemblyNameCache.TryGetValue(name, out var rv))
         {
             var loadedAssemblies = AppDomain.CurrentDomain.GetAssemblies();
-            var match = loadedAssemblies.FirstOrDefault(a => a.GetName().Name == name);
+            var match = loadedAssemblies.FirstOrDefault(a => name.Equals(a.GetName().Name, StringComparison.InvariantCultureIgnoreCase));
             if (match != null)
             {
                 _assemblyNameCache[name] = rv = new AssemblyDescriptor(match);
diff --git a/src/Avalonia.Controls/NativeMenuBarPresenter.cs b/src/Avalonia.Controls/NativeMenuBarPresenter.cs
index c5637d3dd4..f071afcc3b 100644
--- a/src/Avalonia.Controls/NativeMenuBarPresenter.cs
+++ b/src/Avalonia.Controls/NativeMenuBarPresenter.cs
@@ -33,7 +33,9 @@ internal class NativeMenuBarPresenter : Menu
                 [!MenuItem.InputGestureProperty] = nativeItem.GetObservable(NativeMenuItem.GestureProperty).ToBinding(),
                 [!MenuItem.ToggleTypeProperty] = nativeItem.GetObservable(NativeMenuItem.ToggleTypeProperty)
                     // TODO12 remove NativeMenuItemToggleType
-                    .Select(v => (MenuItemToggleType)v).ToBinding()
+                    .Select(v => (MenuItemToggleType)v).ToBinding(),
+                [!ToolTip.TipProperty] =
+                    nativeItem.GetObservable(NativeMenuItem.ToolTipProperty).ToBinding(),
             };
 
             BindingOperations.Apply(newItem, MenuItem.IsCheckedProperty, InstancedBinding.TwoWay(
diff --git a/tests/Avalonia.IntegrationTests.Appium/NativeMenuTests.cs b/tests/Avalonia.IntegrationTests.Appium/NativeMenuTests.cs
index c4167bfa9d..290ebf70e6 100644
--- a/tests/Avalonia.IntegrationTests.Appium/NativeMenuTests.cs
+++ b/tests/Avalonia.IntegrationTests.Appium/NativeMenuTests.cs
@@ -70,13 +70,13 @@ namespace Avalonia.IntegrationTests.Appium
             buttonMenuItem.MovePointerOver();
 
             // Wait for tooltip to open.
-            Thread.Sleep(1000);
+            Thread.Sleep(2000);
 
             var toolTipCandidates = _session.FindElementsByClassName("TextBlock");
-            Assert.Contains(toolTipCandidates, x => x.Text == "Button");
+            Assert.Contains(toolTipCandidates, x => x.Text == "Tip:Button");
         }
 
-        [PlatformFact(TestPlatforms.MacOS)]
+        [PlatformFact(TestPlatforms.MacOS, Skip = "Flaky test")]
         public void MacOS_Native_Menu_Has_ToolTip_If_Defined()
         {
             var menuBar = _session.FindElementByXPath("/XCUIElementTypeApplication/XCUIElementTypeMenuBar");
@@ -87,10 +87,10 @@ namespace Avalonia.IntegrationTests.Appium
             buttonMenuItem.MovePointerOver();
 
             // Wait for tooltip to open.
-            Thread.Sleep(2000);
+            Thread.Sleep(4000);
 
             var toolTipCandidates = _session.FindElementsByClassName("XCUIElementTypeStaticText");
-            Assert.Contains(toolTipCandidates, x => x.Text == "Button");
+            Assert.Contains(toolTipCandidates, x => x.Text == "Tip:Button");
         }
     }
 }