I don't really understand your question, but maybe this will help. The last time I used Requiem was in 8.0.1 since there is no version for iTunes 8.0.2. I upgraded anyway and have just been putting off music purchases until they were iTunes+. Yesterday, nearly all my music that I had previously bought showed up under Upgrade Your Library.
I don't think it matters if you've removed the DRM from your music or not. I'm pretty sure the way it works is by looking at your purchase history, not the music in your library. If you've bought a song that had DRM, it now offers the option to buy it in iTunes+ format. If you opened iTunes on a computer with no music on it and signed into your account, it should show you those upgrade options even though you have no music in your library.