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A photochemical transformation of cyclic peptides leading to formation of selenolanthionine bridges

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Abstract

Lanthionine is an important, non-proteinogenic amino acid occurring among others in peptide antibiotics–lantibiotics. The majority of known and time-consuming synthetic methods require the application of non-standard amino acid derivatives. Here, we report a convenient, straightforward and efficient photochemical conversion of selenocysteine-based diselenide bridge to selenolanthionine – reaction driven by UV light.

Graphical abstract: A photochemical transformation of cyclic peptides leading to formation of selenolanthionine bridges

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Supplementary files

Article information


Submitted
30 Mar 2020
Accepted
20 Jun 2020
First published
24 Jun 2020

New J. Chem., 2020, Advance Article
Article type
Letter

A photochemical transformation of cyclic peptides leading to formation of selenolanthionine bridges

M. Waliczek, Ö. Pehlivan and P. Stefanowicz, New J. Chem., 2020, Advance Article , DOI: 10.1039/D0NJ01563F

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