Album art is showing in itunes but not on my ipod

I have a new 60GB ipod video and am having a problem with album artwork. It shows in all the right windows in itunes but not on the ipod itself.
The problem is affecting random songs (singles and odd album tracks) and is not as a result of any software updates.
I have tried unchecking and rechecking the 'display album art' option in preferences, deleting and reinserting the covers and even deleting and reimporting the affected songs from scratch. So far nothing has worked and I don't know what else to do!
Any suggestions?
Apple iBook G4   Mac OS X (10.4.3)   ipod 60GB with video

Thanks but still no luck I'm afraid.
To update: I have been using itunes 6 from the outset and have always manually updated the ipod - it has never even been switched to automatic as I changed this at the start (advice from a friend). File formats for the affected tracks are all either AIFF or Apple Lossless - same as all the unaffected tracks.
The even stranger thing is that artwork for some albums, where all the tracks were imported manually at the same time, shows for some tracks on the ipod and not others. The artwork does, however, show for all of the tracks on the ipod when viewed through itunes!

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