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Biosynthetic origins of C-P bond containing tripeptide K-26
Ioanna Ntai1, M Lisa Manier, David L Hachey
1Department of Chemistry, Vanderbilt University, Nashville, Tennessee 37235-1822, USA.
Abstract:
[reaction: see text] Primary metabolic precursors for K-26, a naturally occurring tripeptide phosphonic acid from Actinomyces sp. K-26, are investigated by heavy-atom isotope labeled substrate incorporation experiments. A highly sensitive selected reaction monitoring (SRM)-based method for isotopic incorporation estimation in natural products is reported. The incorporation of heavy-atom isotope labeled tyrosine compounds into the (R)-1-amino-2-(4-hydroxyphenyl)-ethylphosphonic acid moiety of compound K-26 suggests a new mechanism of biosynthesis of phosphonate functionality in natural products.
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