Whoops, just noticed that you had already investigated the Keyboard Shortcuts.
The next place that I’d look would be in System Preferences → Language & Text → Text, to see if any kind of text substitution is being performed on the dollar sign.
If nothing out of the ordinary is happening there, then the next stop would be looking in /Library/Preferences, to see if there’s a .plist file that corresponds to the iKey. I don’t know whether it would show up as an Apple preference (e.g. com.apple.keyboardtype.plist) or as a Macally preference (com.macally. … .plist, perhaps?).