Shuttle to the moon - here is why you would not do it that way. It takes fuel to push the mass out of earth orbit to get to the moon right? The more mass the more fuel
including fuel to push the fuel that pushes any extra mass and the shuttle has a
lot of extra mass that you don't need to take to the moon with you. A short list off the top of my head:
1) Wings
2) Windows
3) Wheels
4) The cargo bay doors
5) All those fricken re-entry tiles
6) The Arm
7) Sheet metal that makes it aerodynamic
8) Internal truss work to bolt #7 to.
You would be far, far better off to use the shuttle to carry a much lighter vehicle into LEO and then use one or more additional shuttle flights to fuel that vehicle. Keep in mind though that each shuttle launch costs around $500,000,000 ($4 billion shuttle operation budget / eight launches year) and that the shuttle launch capacity is more or less completly absorbed by the ISS.
So, that is why we don't send a shuttle to the moon.
Let's ask a different question though. Why don't we design a lunar vehicle that can be assembled remotely in space and use a few Russian Zenit launches ($20,000,000 or so each *I think*) to get it to LEO and fueled. To that I have no answer. Some years back I was at a small presentation Robert Zubrin and he had some napkin calculations of just how cheap it could be to send one person to the moon and back if NASA were not involved, IIRC he was in the $100 million ballpark. Still a bunch, but only %20 of one shuttle launch. And the idea exists in various forms still, for example I think
LunaCorp has some ideas in this direction.
If I had my druthers the ISS would not be there and the shuttle operation taken away from NASA and privatised. NASA's mission is and has been to push the technology required for space exploration. That is a noble goal and a worthwhile one. But it is not the way to operate on a buget. Let NASA do what they do best which is to operate beyond LEO.
As to LEO I would have liked to see the ISS budget used in actual competive bidding, building and testing from various aerospace firms for reusable launch vehicles. As an example of a "might have been" examine the
DC-X test vehicle. Here was a good, simple, off the shelf sort of idea. What happened to it? Well, NASA got involved in the issue and had a competion between the firms for *proposals* for which only one would get picked. Referring to my previous paragraph, guess witch got picked. Yep, not that one, the one that was selected was the one the "pushed the technology envelope" the most. (Venturestar) As it turned out it pushed it a bit too far and was never completed before the winds changed and the budget was cut.
Anyway, I seem to have lapsed into rant mode. Sorry. But at least you know why sending a shuttle to the moon would not really be practical.