Sync issue for iTunes purchases

I am running XP service pack 2 and have a first generation 8GB iPod Nano. I have music on iTunes that has been ripped from CDs I own and some music that I have purchased from the iTunes store. Recently I had an issue with iTunes repeatedly asking me to authorize my computer to play my iTunes purchases. I resolved this issue by following the instructions on this site about deleting the SC folder. So now my computer plays my iTunes purchases without issue.
However, when I try to sync my iPod, the music I have ripped from CDs will sync without problem, but it refuses to sync my iTunes purchases, claiming that my computer is not authorized to play them. (Note that when I play my iTunes purchases on my computer there is no issue and I do not get this message.)
I attempted to restore my iPod using my computer and received the 1436 error when iTunes got to the point of downloading the software for the iPod. I was able to restore my iPod from another computer running XP SP2. I then followed the instructions on one of the articles on this site and replaced the dll files. This did not solve the problem. I then removed and restored/updated the USB driver, which also did not solve the problem. My iPod will still sync with ripped music, but not with any purchases from the iTunes store.
Seeing as how my iPod can be restored by another computer and is recognized by my computer and will sync with music ripped from CDs, I think this must be an issue with my computer and/or its accessing the iTunes store, but I am at a complete loss as to exactly what the problem is or how to solve it. If anyone can help I would be very appreciative.

Well, I think the issue has to be with DRM. I just updated part of my library to DRM-free files (some files aren't available for the upgrade yet), and they sync to my iPod without issue. The ones with DRM still won't sync to my iPod. I suppose in the worst case I can just wait until everything is DRM free and just upgrade.

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    Machine name: DEREK
    Operating System: Windows XP Professional (5.1, Build 2600) Service Pack 3 (2600.xpsp_sp3_gdr.101209-1647)
    Language: English (Regional Setting: English)
    System Manufacturer: Dell Computer Corporation
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