Web API: 500 error after short timeout

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I've got my Web API interface working fine but after a fairly short period, like around 5 minutes, it gives a 500 Internal Server Error on the first call and then works fine again until it times out. I'm not getting any additional information on the error message and there's nothing going to the logs. I don't have the issue on my development machine, just on the live server. Any ideas what might be causing this? How can I get additional error information on a live server?

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