MetaRelease.py (the Python code that does the check) uses urllib2
directly, and doesn't use the apt/synaptic settings. Although urllib2
looks at the environment variables for proxy settings, sudo zaps these
for security reasons. I was able to make it work by using sudo -s to get
a root shell, setting the environment variables, and then running
update-manager. My squid access log shows that it fetched
http://changelogs.ubuntu.com/meta-release.

I believe this is a bug in MetaRelease.py, which should be changed to
use the proxy settings from apt/synaptic.

-- 
Doesn't honor gnome proxy settings
https://bugs.launchpad.net/bugs/24250
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