syn-Elimination of glutamylated threonine in lanthipeptide biosynthesis

Raymond Sarksian, Lingyang Zhu, Wilfred A. Van der donk

Research output: Contribution to journalArticlepeer-review

Abstract

Methyllanthionine (MeLan) containing macrocycles are key structural features of lanthipeptides. They are formed typically by anti-elimination of L-Thr residues followed by cyclization of L-Cys residues onto the (Z)-dehydrobutyrine (Dhb) intermediates. In this report we demonstrate that the biosynthesis of lanthipeptides containing the D-allo-L-MeLan macrocycle such as the morphogenetic lanthipeptide SapT proceeds through (E)-Dhb intermediates formed by net syn-elimination of L-Thr.
Original languageEnglish (US)
Pages (from-to)1165-1168
Number of pages4
JournalChemical Communications
Volume59
Issue number9
Early online dateDec 14 2022
DOIs
StatePublished - Dec 14 2022

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