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Antibiotic Dereplication Using the Antibiotic Resistance Platform
Published on: October 17, 2019
Antibiotics A21459 A and B, new inhibitors of bacterial protein synthesis. II. Structure elucidation
P Ferrari1, K Vékey, M Galimberti
1Marion Merrell Dow Research Institute, Lepetit Research Center, Gerenzano (VA), Italy.
Abstract:
The structures of the antibiotics, active against a few Gram-negative bacteria and Clostridium difficile, were determined on the basis of physicochemical analyses on the intact molecules and on the acid hydrolysate of A21459 A. FAB-MS and 1H and 13C NMR investigations identified the amino acid units and determined their sequence. Antibiotics A21459 A and B are homodetic cyclic peptides constituted by eight amino acid units. They are glycine, methoxytryptophan, tryptophan, cysteine, alanine, sarcosine, dehydroalanine, and alpha-aminobutyric acid for A21459 A (alanine for A21459 B). Cysteine and alanine condensed to form a thiazole moiety, according to the biosynthesis of thiazole containing antibiotics.
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