Premium
Structural and conformational analysis of ( E )‐erythromycin A oxime
Author(s) -
McGill John M.,
Johnson Ross
Publication year - 1993
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260310312
Subject(s) - chemistry , oxime , erythromycin , acetone , stereochemistry , two dimensional nuclear magnetic resonance spectroscopy , computational chemistry , proton nmr , carbon 13 nmr , organic chemistry , antibiotics , biochemistry
A complete and unambiguous assignment of the 1 H and 13 C NMR spectra of ( E )‐erythromycin A oxime in acetone‐ d 6 was accomplished by two‐dimensional chemical shift correlation methods. The 1 H NMR NOE data, in conjunction with molecular modeling techniques, were used to predict the predominant solution conformation of erythromycin A oxime in acetone‐ d 6 . This conformational analysis was used to explain the lack of facial selectivity observed in the reduction of the oxime.