diff --git a/proto-plus-1.19.0.tar.gz b/proto-plus-1.19.0.tar.gz
deleted file mode 100644
index f596cb2..0000000
--- a/proto-plus-1.19.0.tar.gz
+++ /dev/null
@@ -1,3 +0,0 @@
-version https://git-lfs.github.com/spec/v1
-oid sha256:ce6695ce804383ad6f392c4bb1874c323896290a1f656560de36416ba832d91e
-size 46836
diff --git a/proto-plus-1.19.9.tar.gz b/proto-plus-1.19.9.tar.gz
new file mode 100644
index 0000000..9bf8481
--- /dev/null
+++ b/proto-plus-1.19.9.tar.gz
@@ -0,0 +1,3 @@
+version https://git-lfs.github.com/spec/v1
+oid sha256:4ca4055f7c5c1a2239ac7a12770a76a16269f58d3f01631523c20fc81dbb14a7
+size 49652
diff --git a/python-proto-plus.changes b/python-proto-plus.changes
index d4146f2..a98083b 100644
--- a/python-proto-plus.changes
+++ b/python-proto-plus.changes
@@ -1,3 +1,30 @@
+-------------------------------------------------------------------
+Mon Jan 31 15:13:44 UTC 2022 - Matthias Fehring <buschmann23@opensuse.org>
+
+- update to 0.19.9
+  * add pickling support to proto messages
+    (gh#googleapis/proto-plus-python#280)
+- from 0.19.8
+  * fix typos
+- from 0.19.7
+  * restore allowing None as value for stringy ints
+    (gh#googleapis/proto-plus-python#272)
+- from 0.19.6
+  * setting 64bit fields from strings supported
+    (gh#googleapis/proto-plus-python#267)
+- from 0.19.5
+  * Clarify semantics of multiple oneof variants passed to msg ctor
+- from 0.19.4
+  * clarify that proto plus messages are not pickleable
+- from 0.19.3
+  * setting bytes field from python string base64 decodes before
+    assignment (gh#googleapis/proto-plus-python#265)
+- from 0.19.2
+  * ensure enums are hashable (gh#googleapis/proto-plus-python#252)
+- from 0.19.1
+  * ensure enums are incomparable w other enum types
+    (gh#googleapis/proto-plus-python#248)
+
 -------------------------------------------------------------------
 Thu Nov 11 08:25:24 UTC 2021 - Steve Kowalik <steven.kowalik@suse.com>
 
diff --git a/python-proto-plus.spec b/python-proto-plus.spec
index 3517d3a..35ed84c 100644
--- a/python-proto-plus.spec
+++ b/python-proto-plus.spec
@@ -1,7 +1,7 @@
 #
 # spec file
 #
-# Copyright (c) 2021 SUSE LLC
+# Copyright (c) 2022 SUSE LLC
 #
 # All modifications and additions to the file contributed by third parties
 # remain the property of their copyright owners, unless otherwise agreed
@@ -28,7 +28,7 @@
 %define skip_python2 1
 %define modname proto-plus
 Name:           python-proto-plus%{psuffix}
-Version:        1.19.0
+Version:        1.19.9
 Release:        0
 Summary:        Pythonic Protocol Buffers
 License:        Apache-2.0