Structure revision of the antibiotic pulvomycin

The hitherto accepted structure of the antibiotic pulvomycin (also known as labilomycin) has been shown to be incorrect. Fast atom bombardment mass spectrometry has shown pulvamycin to have a molecular weight of 838, and high field NMR experiments have allowed the structure to be deduced. Pulvomycin...

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Veröffentlicht in:Journal of the American Chemical Society 1985-05, Vol.107 (10), p.2849-2857
Hauptverfasser: Smith, Richard J, Williams, Dudley H, Barna, Jennifer C. J, McDermott, Ian R, Haegele, Klaus, Piriou, Francois, Wagner, Joseph, Higgins, William
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container_end_page 2857
container_issue 10
container_start_page 2849
container_title Journal of the American Chemical Society
container_volume 107
creator Smith, Richard J
Williams, Dudley H
Barna, Jennifer C. J
McDermott, Ian R
Haegele, Klaus
Piriou, Francois
Wagner, Joseph
Higgins, William
description The hitherto accepted structure of the antibiotic pulvomycin (also known as labilomycin) has been shown to be incorrect. Fast atom bombardment mass spectrometry has shown pulvamycin to have a molecular weight of 838, and high field NMR experiments have allowed the structure to be deduced. Pulvomycin, which inhibits prokaryotic protein biosynthesis by binding to prokaryotic elongation factor Tu, has been shown by this tudy to possess a triene system, two trienone systems, and an unusual 22-membered lactone ring. It also contains one sugar unit, labilose, the previously deduced stereochemistry of which has been confirmed.
doi_str_mv 10.1021/ja00296a004
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subjects Biological and medical sciences
General pharmacology
Medical sciences
Pharmacology. Drug treatments
Physicochemical properties. Structure-activity relationships
title Structure revision of the antibiotic pulvomycin
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