Biosynthetic reconstitution of deoxysugar phosphoramidate metalloprotease inhibitors using an N–P-bond-forming kinase

Phosphoramidon is a potent metalloprotease inhibitor and a widespread tool in cell biology research. It contains a dipeptide backbone that is uniquely linked to a 6-deoxysugar via a phosphoramidate bridge. Herein, we report the identification of a gene cluster for the formation of phosphoramidon and...

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Autores principales: Baulig, Alexandra, Helmle, Irina, Bader, Marius, Wolf, Felix, Kulik, Andreas, Al-Dilaimi, Arwa, Wibberg, Daniel, Kalinowski, Jörn, Gross, Harald, Kaysser, Leonard
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6482885/
https://www.ncbi.nlm.nih.gov/pubmed/31057776
http://dx.doi.org/10.1039/c9sc00641a
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author Baulig, Alexandra
Helmle, Irina
Bader, Marius
Wolf, Felix
Kulik, Andreas
Al-Dilaimi, Arwa
Wibberg, Daniel
Kalinowski, Jörn
Gross, Harald
Kaysser, Leonard
author_facet Baulig, Alexandra
Helmle, Irina
Bader, Marius
Wolf, Felix
Kulik, Andreas
Al-Dilaimi, Arwa
Wibberg, Daniel
Kalinowski, Jörn
Gross, Harald
Kaysser, Leonard
author_sort Baulig, Alexandra
collection PubMed
description Phosphoramidon is a potent metalloprotease inhibitor and a widespread tool in cell biology research. It contains a dipeptide backbone that is uniquely linked to a 6-deoxysugar via a phosphoramidate bridge. Herein, we report the identification of a gene cluster for the formation of phosphoramidon and its detailed characterization. In vitro reconstitution of the biosynthesis established TalE as a phosphoramidate-forming kinase and TalC as the glycosyltransferase which installs the l-rhamnose moiety by phosphoester linkage.
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spelling pubmed-64828852019-05-03 Biosynthetic reconstitution of deoxysugar phosphoramidate metalloprotease inhibitors using an N–P-bond-forming kinase Baulig, Alexandra Helmle, Irina Bader, Marius Wolf, Felix Kulik, Andreas Al-Dilaimi, Arwa Wibberg, Daniel Kalinowski, Jörn Gross, Harald Kaysser, Leonard Chem Sci Chemistry Phosphoramidon is a potent metalloprotease inhibitor and a widespread tool in cell biology research. It contains a dipeptide backbone that is uniquely linked to a 6-deoxysugar via a phosphoramidate bridge. Herein, we report the identification of a gene cluster for the formation of phosphoramidon and its detailed characterization. In vitro reconstitution of the biosynthesis established TalE as a phosphoramidate-forming kinase and TalC as the glycosyltransferase which installs the l-rhamnose moiety by phosphoester linkage. Royal Society of Chemistry 2019-03-21 /pmc/articles/PMC6482885/ /pubmed/31057776 http://dx.doi.org/10.1039/c9sc00641a Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Baulig, Alexandra
Helmle, Irina
Bader, Marius
Wolf, Felix
Kulik, Andreas
Al-Dilaimi, Arwa
Wibberg, Daniel
Kalinowski, Jörn
Gross, Harald
Kaysser, Leonard
Biosynthetic reconstitution of deoxysugar phosphoramidate metalloprotease inhibitors using an N–P-bond-forming kinase
title Biosynthetic reconstitution of deoxysugar phosphoramidate metalloprotease inhibitors using an N–P-bond-forming kinase
title_full Biosynthetic reconstitution of deoxysugar phosphoramidate metalloprotease inhibitors using an N–P-bond-forming kinase
title_fullStr Biosynthetic reconstitution of deoxysugar phosphoramidate metalloprotease inhibitors using an N–P-bond-forming kinase
title_full_unstemmed Biosynthetic reconstitution of deoxysugar phosphoramidate metalloprotease inhibitors using an N–P-bond-forming kinase
title_short Biosynthetic reconstitution of deoxysugar phosphoramidate metalloprotease inhibitors using an N–P-bond-forming kinase
title_sort biosynthetic reconstitution of deoxysugar phosphoramidate metalloprotease inhibitors using an n–p-bond-forming kinase
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6482885/
https://www.ncbi.nlm.nih.gov/pubmed/31057776
http://dx.doi.org/10.1039/c9sc00641a
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