Not from the remote/headphone port unless you put in place a step-up converter for one. The Holux240 requires +5V from the USB, the controller only has 2.5V available. On top of that, we have no idea what load that 2.5V is designed to bear. So, theoretically it is possible ( with a current limiter added to the step-up )... But again, we'd have to know the load bearing capacity on that little port. I am not sure on the upper USB port... OR, we could separate it out and use the 3.6V from the PSP... Somebody who actually knows this stuff might answer more correctly...
Not without some excessive cutting and soldering... ;-) From software it is possible to assign the remote control keys to certain actions though, I have done it before. However, this could not co-exist with the 236/240 GPS devices, as they are using the same data port...
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