syn-Elimination of glutamylated threonine in lanthipeptide biosynthesis

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 biosynthe...

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Detalles Bibliográficos
Autores principales: Sarksian, Raymond, Zhu, Lingyang, van der Donk, Wilfred A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9890492/
https://www.ncbi.nlm.nih.gov/pubmed/36625436
http://dx.doi.org/10.1039/d2cc06345j
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author Sarksian, Raymond
Zhu, Lingyang
van der Donk, Wilfred A.
author_facet Sarksian, Raymond
Zhu, Lingyang
van der Donk, Wilfred A.
author_sort Sarksian, Raymond
collection PubMed
description 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.
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spelling pubmed-98904922023-02-02 syn-Elimination of glutamylated threonine in lanthipeptide biosynthesis Sarksian, Raymond Zhu, Lingyang van der Donk, Wilfred A. Chem Commun (Camb) Chemistry 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. The Royal Society of Chemistry 2022-12-14 /pmc/articles/PMC9890492/ /pubmed/36625436 http://dx.doi.org/10.1039/d2cc06345j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Sarksian, Raymond
Zhu, Lingyang
van der Donk, Wilfred A.
syn-Elimination of glutamylated threonine in lanthipeptide biosynthesis
title syn-Elimination of glutamylated threonine in lanthipeptide biosynthesis
title_full syn-Elimination of glutamylated threonine in lanthipeptide biosynthesis
title_fullStr syn-Elimination of glutamylated threonine in lanthipeptide biosynthesis
title_full_unstemmed syn-Elimination of glutamylated threonine in lanthipeptide biosynthesis
title_short syn-Elimination of glutamylated threonine in lanthipeptide biosynthesis
title_sort syn-elimination of glutamylated threonine in lanthipeptide biosynthesis
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9890492/
https://www.ncbi.nlm.nih.gov/pubmed/36625436
http://dx.doi.org/10.1039/d2cc06345j
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AT vanderdonkwilfreda syneliminationofglutamylatedthreonineinlanthipeptidebiosynthesis

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