An NMR study of eremomycin and its derivatives

Gyula Batta, Ferenc Sztaricskai, Katalin E. Kövér, Christian Rüdel, Tatjana F. Berdnikova

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38 Citations (Scopus)

Abstract

Complete 1H and 13C NMR assignments are presented for eremomycin (1) and some of its desglycosylated derivatives 2, 3 and compared to the structurally closely related glycopeptide vancomycin. Primary structure and stereochemistry of eremomycin is corroborated by the present high field total correlation spectroscopy, NOESY and heteronuclear multiple-bond correlation NMR methods. A rough motional characterization of the title compound is attempted by 13C-T1 and 13C-{1H} NOE measurements. Dimerization of eremomycin is observed both in DMSO-d6-CCl4 and D2O solutions. Complexation with cell wall analogue dipeptide Ac-d-Ala-d-Ala is also demonstrated.

Original languageEnglish
Pages (from-to)1208-1221
Number of pages14
JournalThe Journal of Antibiotics
Volume44
Issue number11
DOIs
Publication statusPublished - Jan 1 1991

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ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery

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