Determination of the absolute configuration of peptide natural products by using stable isotope labeling and mass spectrometry

Chemistry. 2012 Feb 20;18(8):2342-8. doi: 10.1002/chem.201103479. Epub 2012 Jan 20.

Abstract

Structure elucidation of natural products including the absolute configuration is a complex task that involves different analytical methods like mass spectrometry, NMR spectroscopy, and chemical derivation, which are usually performed after the isolation of the compound of interest. Here, a combination of stable isotope labeling of Photorhabdus and Xenorhabdus strains and their transaminase mutants followed by detailed MS analysis enabled the structure elucidation of novel cyclopeptides named GameXPeptides including their absolute configuration in crude extracts without their actual isolation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biological Products / chemistry*
  • Isotope Labeling / methods*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry / methods*
  • Peptides / chemistry*
  • Peptides, Cyclic / chemistry*
  • Stereoisomerism

Substances

  • Biological Products
  • Peptides
  • Peptides, Cyclic