Determination of the three-dimensional, solution-phase structure of the macrolide antibiotic oxolide in CD2Cl2 and D2O from NMR constraints.
The three-dimensional structure of the antibiotic oxolide, (9S,11S)-11-amino-9-deoxo-11,12-deoxy-9,12-epoxyerythromycin, was determined in CD2Cl2 through constrained molecular mechanics with constraints derived from proton NMR. The calculations yielded a well-defined global minimum. Data acquired for oxolide in D2O, although not as complete, indicate that the antibiotic adopts the same conformation in water.
Steinmetz
Wayne E
WE
Chemistry Department, Pomona College, Claremont, California 91711, USA. wsteinmetz@pomona.edu
Sparrow
Andrew
A
Somsouk
Ma
M
D000900:Anti-Bacterial Agents / Q000737:chemistry*; D017666:Deuterium Oxide; D018942:Macrolides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008958:Models, Molecular; D008968:Molecular Conformation
D000900:Anti-Bacterial Agents; D018942:Macrolides; D017666:Deuterium Oxide