MetaRelease.py (the Python code that does the check for a new release)
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.

-- 
update-manager ignores karmic
https://bugs.launchpad.net/bugs/466521
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