## Abstract CD and nmr studies show that the conformational equilibrium of N(P)‐alkylated adenosine 5′‐phosphorodiamidates **2**–**4** and, to a much lesser extent, adenosine 5′‐phosphorodiamidate **1** differ at two parts from that of adenosine 5′‐phosphate in water. The glycosidic bond conformati
Conformational studies of nikkomycin X in aqueous solution
✍ Scribed by Eduardo Krainer; Fred Naider; Jeffrey M. Becker
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1990
- Tongue
- English
- Weight
- 646 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0006-3525
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Nikkomycin X is a peptidyl‐nucleoside antibiotic that inhibits chitin synthesis in fungi. Information on its conformation in aqueous solution was obtained from pH titration studies in which the nmr shifts of exchangeable and nonexchangeable protons were monitored. These studies and nuclear Overhauser effects support an unfolded or conformationally flexible structure for the antibiotic, and the syn and anti conformations of the nucleoside moiety were found to coexist. The conformation of the ribose ring was determined using a two‐state model; a slight shift from type N to type S conformers occurred as the pH was raised from 1 to 6.
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