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Full Paper
Determination of the Absolute Configuration of Peptide Natural Products by Using Stable Isotope Labeling and Mass Spectrometry
Article first published online: 20 JAN 2012
DOI: 10.1002/chem.201103479
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Bode, H. B., Reimer, D., Fuchs, S. W., Kirchner, F., Dauth, C., Kegler, C., Lorenzen, W., Brachmann, A. O. and Grün, P. (2012), Determination of the Absolute Configuration of Peptide Natural Products by Using Stable Isotope Labeling and Mass Spectrometry. Chem. Eur. J., 18: 2342–2348. doi: 10.1002/chem.201103479
Publication History
- Issue published online: 10 FEB 2012
- Article first published online: 20 JAN 2012
- Manuscript Received: 4 NOV 2011
Funded by
- Deutsche Forschungsgemeinschaft
- DFG
- European Community’s Seventh Framework Programme. Grant Number: 223328
- Bundesministerium für Bildung und Forschung
- BMBF
Keywords:
- configuration determination;
- isotopic labeling;
- mass spectrometry;
- peptides;
- structure elucidation
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.