If you are even thinking vaguely of going down the astrophotography route then...
1) A dob isn't the way to go, you need something that can track the things you are seeing, preferably an equatorial mount that can be autoguided.
2) Choose planetary/moon/sun OR Deep Sky Objects (nebulae galaxies etc.) this will decide the telescope you need. Long focal length for planets/moon/sun, short for DSO (typically).
e.g. 6", 8" or 11" SCT for planetary, ED80, ED100 ED127 refractor for DSO work (just examples)
3) Choose a camera. A fast frame rate, low resolution camera for planetary, a cooled CCD for DSO (typically). e.g. $500 DBK618 camera for planets (Or $300 ZWO camera) , $1500 QHY8L for DSO
http://www.gamaelectronics.com.au/QHY8L.html
4) Before you spend a cent, have a go at processing some of the raw images posted in some of the IIS forums. Processing is more than half the story, and is complex. There are some good examples of the sort of files you might capture once you get your head around it. Process these and see how you go and if you enjoy it. If you don't enjoy the processing, or struggle with it, then astrophotography really isn't for you and you will waste a lot of $$$.
e.g. Some raw captures of a DSO object in this thread, have a go at processing them
http://www.iceinspace.com.au/forum/s...d.php?t=100535
I'd really recommend trying your hand at processing before spending any money, if you don't enjoy it, or find it too steep a learning curve, you probably won't do much photography.
At the very least it will give you an idea of what the captured image vs the final image looks like.