Berninamycins B, C, and D, minor metabolites from Streptomyces bernensis

J Antibiot (Tokyo). 1994 Dec;47(12):1466-72. doi: 10.7164/antibiotics.47.1466.

Abstract

Berninamycins B, C, and D were isolated from fermentation of Streptomyces bernensis and their structures were studied with 13C NMR and FAB mass spectrometry. Berninamycin B has a valine unit in its cyclic peptide loop instead of the beta-hydroxyvaline unit found in berninamycin A. Berninamycin D has two fewer dehydroalanine units attached to the carboxyl carbon of the pyridine ring. Based on FAB-MS results, berninamycin C is postulated to have only one dehydroalanine unit attached to the carboxyl carbon of pyridine. The biogenesis of berninamycins B, C, and D is discussed.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amino Acid Sequence
  • Anti-Bacterial Agents / biosynthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Chromatography, High Pressure Liquid
  • Molecular Sequence Data
  • Peptides*
  • Peptides, Cyclic
  • Spectrometry, Mass, Fast Atom Bombardment
  • Streptomyces / metabolism*

Substances

  • Anti-Bacterial Agents
  • Peptides
  • Peptides, Cyclic
  • berninamycin B
  • berninamycin C
  • berninamycin D
  • berninamycin A