Biogenesis of the unique 4′,5′-dehydronucleoside of the uridyl peptide antibiotic Pacidamycin

Ragab, Amany E., Grüschow, Sabine, Tromans, Daniel R. and Goss, Rebecca J. M. (2011) Biogenesis of the unique 4′,5′-dehydronucleoside of the uridyl peptide antibiotic Pacidamycin. Journal of the American Chemical Society, 133 (39). pp. 15288-15291. ISSN 0002-7863

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Abstract

The pacidamycins belong to a class of antimicrobial nucleoside antibiotics that act by inhibiting the clinically unexploited target translocase I, a key enzyme in peptidoglycan assembly. As with other nucleoside antibiotics, the pacidamycin 4′,5′-dehydronucleoside portion is an essential pharmacophore. Here we show that the biosynthesis of the pacidamycin nucleoside in Streptomyces coeruleorubidus proceeds through three steps from uridine. The transformations involve oxidation of the 5′-alcohol by Pac11, transamination of the resulting aldehyde by Pac5, and dehydration by the Cupin-domain protein Pac13.

Item Type: Article
Faculty \ School: Faculty of Science > School of Chemistry
Depositing User: Users 2731 not found.
Date Deposited: 20 Mar 2012 11:44
Last Modified: 21 Nov 2022 11:30
URI: https://ueaeprints.uea.ac.uk/id/eprint/38357
DOI: 10.1021/ja206163j

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