diff --git a/Cargo.lock b/Cargo.lock
index e3485d86d..95377eb0d 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -297,7 +297,7 @@ dependencies = [
 [[package]]
 name = "async-smtp"
 version = "0.4.0"
-source = "git+https://github.com/async-email/async-smtp?branch=master#3e7a8f3de19fdeb19d14cf123a8696c49685d3fa"
+source = "git+https://github.com/async-email/async-smtp?branch=master#0cbf7043923b06612ce0dea7a3a3dae5ceaef578"
 dependencies = [
  "async-native-tls",
  "async-std",
diff --git a/python/tests/test_account.py b/python/tests/test_account.py
index 45ea3605f..ba86ac6b2 100644
--- a/python/tests/test_account.py
+++ b/python/tests/test_account.py
@@ -960,6 +960,18 @@ class TestOnlineAccount:
         chat.send_text("hello")
         ac1._evtracker.get_matching("DC_EVENT_SMTP_MESSAGE_SENT")
 
+    def test_send_dot(self, acfactory, lp):
+        """Test that a single dot is properly escaped in SMTP protocol"""
+        ac1, ac2 = acfactory.get_two_online_accounts()
+        chat = acfactory.get_accepted_chat(ac1, ac2)
+
+        lp.sec("sending message")
+        msg_out = chat.send_text(".")
+
+        lp.sec("receiving message")
+        msg_in = ac2._evtracker.wait_next_incoming_message()
+        assert msg_in.text == msg_out.text
+
     def test_send_and_receive_message_markseen(self, acfactory, lp):
         ac1, ac2 = acfactory.get_two_online_accounts()