Formation of the Ureido Bond in Anabaenopeptins by ApnA from Planktothrix agardhii CYA 126/8.

10 January 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The process leading to the formation of the ureido bond linking lysine and tyrosine/arginine, respectively, in the anabaenopeptins has been reconstituted in vitro. Trapping experiments suggest that an enzyme bound lysine -carbamic acid is an intermediate. Labeling experiments with 18O-bicarbonate suggest that a carbamic acid mixed anhydride is formed from the tyrosine/arginine thioester and subsequently rearranged to yield the ureido-dipeptide.

Keywords

non-ribosomal peptide synthetase
biosynthesis
secondary metabolite
natural product
cyanobacteria

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