Does it send if you cut out all text excluding your response?
Sounds like it's either getting caught in a poorly designed spam filter, or it might contain some messed up text encoding that is causing something along the chain to break.
I'd also check to make sure something isn't messed up in your "To:" box in the email client. Likely not the case, but I've done it to myself in the past.
Considering how awful a communications protocol email is, I'm surprised we don't see things like this more often.
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