Colibactin assembly line enzymes use S-adenosylmethionine to build a cyclopropane ring

Despite containing an α-amino acid, the versatile cofactor S-adenosylmethionine (SAM) is not a known building block for non-ribosomal peptide synthetase (NRPS) assembly lines. Here we report an unusual NRPS module from colibactin biosynthesis that uses SAM for amide bond formation and subsequent cyc...

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Detalles Bibliográficos
Autores principales: Zha, Li, Jiang, Yindi, Henke, Matthew T., Wilson, Matthew R., Wang, Jennifer X., Kelleher, Neil L., Balskus, Emily P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: 2017
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5657534/
https://www.ncbi.nlm.nih.gov/pubmed/28805802
http://dx.doi.org/10.1038/nchembio.2448
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author Zha, Li
Jiang, Yindi
Henke, Matthew T.
Wilson, Matthew R.
Wang, Jennifer X.
Kelleher, Neil L.
Balskus, Emily P.
author_facet Zha, Li
Jiang, Yindi
Henke, Matthew T.
Wilson, Matthew R.
Wang, Jennifer X.
Kelleher, Neil L.
Balskus, Emily P.
author_sort Zha, Li
collection PubMed
description Despite containing an α-amino acid, the versatile cofactor S-adenosylmethionine (SAM) is not a known building block for non-ribosomal peptide synthetase (NRPS) assembly lines. Here we report an unusual NRPS module from colibactin biosynthesis that uses SAM for amide bond formation and subsequent cyclopropanation. Our findings showcase a new use for SAM and reveal a novel biosynthetic route to a functional group that likely mediates colibactin’s genotoxicity.
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spelling pubmed-56575342018-02-07 Colibactin assembly line enzymes use S-adenosylmethionine to build a cyclopropane ring Zha, Li Jiang, Yindi Henke, Matthew T. Wilson, Matthew R. Wang, Jennifer X. Kelleher, Neil L. Balskus, Emily P. Nat Chem Biol Article Despite containing an α-amino acid, the versatile cofactor S-adenosylmethionine (SAM) is not a known building block for non-ribosomal peptide synthetase (NRPS) assembly lines. Here we report an unusual NRPS module from colibactin biosynthesis that uses SAM for amide bond formation and subsequent cyclopropanation. Our findings showcase a new use for SAM and reveal a novel biosynthetic route to a functional group that likely mediates colibactin’s genotoxicity. 2017-08-07 2017-10 /pmc/articles/PMC5657534/ /pubmed/28805802 http://dx.doi.org/10.1038/nchembio.2448 Text en Users may view, print, copy, and download text and data-mine the content in such documents, for the purposes of academic research, subject always to the full Conditions of use: http://www.nature.com/authors/editorial_policies/license.html#terms
spellingShingle Article
Zha, Li
Jiang, Yindi
Henke, Matthew T.
Wilson, Matthew R.
Wang, Jennifer X.
Kelleher, Neil L.
Balskus, Emily P.
Colibactin assembly line enzymes use S-adenosylmethionine to build a cyclopropane ring
title Colibactin assembly line enzymes use S-adenosylmethionine to build a cyclopropane ring
title_full Colibactin assembly line enzymes use S-adenosylmethionine to build a cyclopropane ring
title_fullStr Colibactin assembly line enzymes use S-adenosylmethionine to build a cyclopropane ring
title_full_unstemmed Colibactin assembly line enzymes use S-adenosylmethionine to build a cyclopropane ring
title_short Colibactin assembly line enzymes use S-adenosylmethionine to build a cyclopropane ring
title_sort colibactin assembly line enzymes use s-adenosylmethionine to build a cyclopropane ring
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5657534/
https://www.ncbi.nlm.nih.gov/pubmed/28805802
http://dx.doi.org/10.1038/nchembio.2448
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