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

10 January 2024, Version 1
Working Paper
This content is an early or alternative research output and has not been peer-reviewed by Cambridge University Press at the time of posting.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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Version History

Jan 10, 2024 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2024-zmht5
D O I: 10.26434/chemrxiv-2024-zmht5 [opens in a new tab]

Funding

National Science Foundation
OCE04-32479
National Institutes of Health
R15GM117541
National Institutes of Health
P50ES012740

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) declare that they have sought and gained approval from the relevant ethics committee/IRB for this research and its publication.

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