Group B: Jordan Haskins, Andrew Fleming, Gino Moore, Amanda Petty

In this experiment, we used the gNOESY, gCOSY, Chem3D Ultra, and ChemDraw Ultra to determine the conformation of 5’-adenosine monophosphate (5’-AMP).

We mixed 9.5mg of 5’-AMP and 0.600mL of D2O in a NMR tube.

We then ran a gNOESY, gCOSY, and proton NMR using the 500 MHz NMR spectrometer and the JEOL program following instructions from Dr. Howard.

We used ChemDraw Ultra to draw the structure of the 5’-AMP, and modeled the proton NMR.

From the ChemDraw structure produced we used ChemDraw 3D to predict the steric energies in each conformation by rotating the molecule in twelve 30o increments about the glycosidic bond (C1’-N9).

From our results in Chem3D Ultra, we see that our highest energy, 812.440 kcal/mol, is in the gauche conformation, and the lowest energy, 147.412 kcal/mol, is in the anti conformation.

Since the lowest energy corresponds to an anti conformation, 5’-AMP is most likely in this conformation.

The conformation of the 5’-AMP was determined using the 1H, gCOSY, and gNOESY spectra.

Due to the absence of the D2O in the structure which can affect proton shift, ChemDraw Ultra did not give an accurate predication of the structure.

Using Chem3D Ultra rotations we determined the minimal energy conformation to be anti. It was found to be 147.412 kcal/mol.

1. Clark, Roy W.; Howard, James C. Physical Chemistry Lab Manual, 4th ed., RonJon Publishing, Denton, TX, 1996.

2. Fleming, A.J.; Physical Chemistry Laboratory Notebook, 2007 p. 15-16.

3. Haskins, J.R.; Physical Chemistry Laboratory Notebook, 2007 p. 20-21.

4. Moore, L.G.; Physical Chemistry Laboratory Notebook, 2007 p. 16-17.

5. Petty, A..; Physical Chemistry Laboratory Notebook, 2007 p. 14-15.

6. Howard, James C. Spartan ’04 for Windows Instructions.