diff --git a/docker/enterprise/4.2/Dockerfile b/docker/enterprise/4.2/Dockerfile
index 3dc375d..7d135c4 100644
--- a/docker/enterprise/4.2/Dockerfile
+++ b/docker/enterprise/4.2/Dockerfile
@@ -71,6 +71,11 @@ RUN mkdir /docker-entrypoint-initdb.d
 
 ENV GPG_KEYS E162F504A20CDF15827F718D4B7C549A058F8B6B
 RUN set -ex; \
+ 	apt-get update; \
+	apt-get install -y --no-install-recommends wget; \
+ 	# pull from pgp.mongodb.com rather than a keyserver which is not supported.
+	# (although apt-key is deprecated on newer ubuntu/debian.)
+	wget -qO - https://pgp.mongodb.com/server-4.2.asc | apt-key add -; \
 	export GNUPGHOME="$(mktemp -d)"; \
 	echo "disable-ipv6" >> "${GNUPGHOME}/dirmngr.conf"; \
 	for key in $GPG_KEYS; do \
diff --git a/docker/enterprise/4.4/Dockerfile b/docker/enterprise/4.4/Dockerfile
index d57625e..04f34ba 100644
--- a/docker/enterprise/4.4/Dockerfile
+++ b/docker/enterprise/4.4/Dockerfile
@@ -71,6 +71,11 @@ RUN mkdir /docker-entrypoint-initdb.d
 
 ENV GPG_KEYS 20691EEC35216C63CAF66CE1656408E390CFB1F5
 RUN set -ex; \
+ 	apt-get update; \
+	apt-get install -y --no-install-recommends wget; \
+ 	# pull from pgp.mongodb.com rather than a keyserver which is not supported.
+	# (although apt-key is deprecated on newer ubuntu/debian.)
+	wget -qO - https://pgp.mongodb.com/server-4.4.asc | apt-key add -; \
 	export GNUPGHOME="$(mktemp -d)"; \
 	echo "disable-ipv6" >> "${GNUPGHOME}/dirmngr.conf"; \
 	for key in $GPG_KEYS; do \
diff --git a/docker/enterprise/5.0/Dockerfile b/docker/enterprise/5.0/Dockerfile
index 2ce0f7d..00960a2 100644
--- a/docker/enterprise/5.0/Dockerfile
+++ b/docker/enterprise/5.0/Dockerfile
@@ -74,6 +74,11 @@ RUN set -ex; \
 RUN mkdir /docker-entrypoint-initdb.d
 
 RUN set -ex; \
+ 	apt-get update; \
+	apt-get install -y --no-install-recommends wget; \
+  # pull from pgp.mongodb.com rather than a keyserver which is not supported.
+	# (although apt-key is deprecated on newer ubuntu/debian.)
+	wget -qO - https://pgp.mongodb.com/server-5.0.asc | apt-key add -; \
 	export GNUPGHOME="$(mktemp -d)"; \
 	set -- 'F5679A222C647C87527C2F8CB00A0BD1E2C63C11'; \
 	for key; do \