PMID: 9546666Apr 18, 1998Paper

Three-dimensional structure of moenomycin A--a potent inhibitor of penicillin-binding protein 1b

European Journal of Biochemistry
M KurzL Vértesy

Abstract

The first three-dimensional structure of moenomycin A in aqueous solution based on NMR-derived distance constraints and molecular dynamics simulations is presented. The antibiotic moenomycin A was obtained from the FlavomycinR complex by ultrafiltration, chromatography on a DEAE-cellulose ion exchanger and reverse-phase chromatography in 98% purity. In contrast to the previously reported behaviour, the compound gave rise to well-resolved NMR spectra in standard solvents. Using several two-dimensional experiments, a complete assignment of proton and carbon chemical shifts was achieved in (CD3)2SO, CD3OD and H2O/D2O (9:1, pH 7.3). A total of 175 interproton distances were determined from 600-MHz rotating-frame NOE (ROE) spectra and were used as restraints in molecular dynamics calculations. These restraints included 84 ROEs between protons of the moenocinol part leading to a very well-defined structure of the lipid part of the molecule. The relative orientation of the subunits was determined by 66 ROEs among different sugar rings and between the sugar rings and moenocinol. As a result of the molecular dynamics calculation, rings D, E, and F as well as the moenocinol part are very well-defined (average rms deviation over all heavy...Continue Reading

Citations

May 30, 2006·Journal of the American Society for Mass Spectrometry·Martin ZehlGuenter Allmaier
Jun 6, 2003·Bioorganic & Medicinal Chemistry·Thomas RühlPeter Welzel
Mar 6, 1999·Current Opinion in Microbiology·L J Piddock
Aug 24, 2010·Natural Product Reports·Bohdan Ostash, Suzanne Walker
Feb 4, 2003·Journal of Bacteriology·Derrell C McPherson, David L Popham
Aug 25, 2005·Current Opinion in Chemical Biology·Bohdan Ostash, Suzanne Walker
May 27, 2016·Future Medicinal Chemistry·Ryan P Lamers, Lori L Burrows
Nov 13, 2007·Journal of Chromatography. a·Sandra PérezDiana S Aga
Nov 26, 2010·Critical Reviews in Biotechnology·Ankur GautamRupinder Tewari
Dec 3, 2016·The Journal of Biological Chemistry·Dustin T KingNatalie C J Strynadka
Aug 28, 1999·Journal of Medicinal Chemistry·M J SofiaH R Axelrod
Mar 29, 2014·Journal of Natural Products·Florian GrundmannHelge B Bode

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