Can't play songs and can't transfer songs to iPod - exclamation points

I used to have a home built pc with windows xp and I recently got an iMac. I have an iPod nano and a bigger library than it can hold. I also have 3GB worth of songs I put onto iTunes a long time ago from Windows Media Player, but now they're listed as iTunes files and thats the icon they have on my mac.
Here's the problem.
Stupid me when setting up my Mac I put my other computer in the basement (its so slow, that was the problem, completely unfixable and just so annoying to use) and didn't transfer songs when setting the Mac up initially. So I read the help file and it says to import my library by burning songs to disk with my old computer--but it doesn't have a burner, so I couldn't do that. It doesn't have an internet connection either. I might be able to rig up some slow connection but I'd rather not if I don't have to.
So I read the file that says you can use your iPod nano as a hard disk to transport everything... I did and I transferred the folders and everything. I plugged it into my mac, transferred my iTunes folder and all the songs showed up...
but with a ! next to them. When I try to click play, iTunes says it cannot find the file, and when I try to locate it, I cannot find it anywhere. When I try to transfer a song to my iPod, the iPod's name does not light up, it doesn't give me the plus and when I let up the mouse button, nothing happens.
Please don't tell me I lost hundreds of dollars of songs!
Not all of my songs are purchased from the iTunes store, but MOST of them are, and they won't work. And they've been working with my PC up to this point. is this a problem with iTunes, my iPod, or my computer?
And what can I do?

Confused:
Are you talking about songs purchased from the iTMS or songs you've imported from CDs?
If you are having a problem with iTunes Music Store purchases, you may need to deauthorize your computer and then reauthorize it (when connected to the Internet).
Lita

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