Cargando…

Heterologous Expression of the Formicamycin Biosynthetic Gene Cluster Unveils Glycosylated Fasamycin Congeners

[Image: see text] Formicamycins and their biosynthetic intermediates the fasamycins are polyketide antibiotics produced by Streptomyces formicae KY5 from a pathway encoded by the for biosynthetic gene cluster. In this work the ability of Streptomyces coelicolor M1146 and the ability of Saccharopolys...

Descripción completa

Detalles Bibliográficos
Autores principales: McDonald, Hannah P., Alford, Abigail, Devine, Rebecca, Hems, Edward S., Nepogodiev, Sergey A., Arnold, Corinne J., Rejzek, Martin, Stanley-Smith, Anna, Holmes, Neil A., Hutchings, Matthew I., Wilkinson, Barrie
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society and American Society of Pharmacognosy 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10391614/
https://www.ncbi.nlm.nih.gov/pubmed/37327570
http://dx.doi.org/10.1021/acs.jnatprod.3c00052
_version_ 1785082750459445248
author McDonald, Hannah P.
Alford, Abigail
Devine, Rebecca
Hems, Edward S.
Nepogodiev, Sergey A.
Arnold, Corinne J.
Rejzek, Martin
Stanley-Smith, Anna
Holmes, Neil A.
Hutchings, Matthew I.
Wilkinson, Barrie
author_facet McDonald, Hannah P.
Alford, Abigail
Devine, Rebecca
Hems, Edward S.
Nepogodiev, Sergey A.
Arnold, Corinne J.
Rejzek, Martin
Stanley-Smith, Anna
Holmes, Neil A.
Hutchings, Matthew I.
Wilkinson, Barrie
author_sort McDonald, Hannah P.
collection PubMed
description [Image: see text] Formicamycins and their biosynthetic intermediates the fasamycins are polyketide antibiotics produced by Streptomyces formicae KY5 from a pathway encoded by the for biosynthetic gene cluster. In this work the ability of Streptomyces coelicolor M1146 and the ability of Saccharopolyspora erythraea Δery to heterologously express the for biosynthetic gene cluster were assessed. This led to the identification of eight new glycosylated fasamycins modified at different phenolic groups with either a monosaccharide (glucose, galactose, or glucuronic acid) or a disaccharide comprised of a proximal hexose (either glucose or galactose), with a terminal pentose (arabinose) moiety. In contrast to the respective aglycones, minimal inhibitory screening assays showed these glycosylated congeners lacked antibacterial activity.
format Online
Article
Text
id pubmed-10391614
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher American Chemical Society and American Society of Pharmacognosy
record_format MEDLINE/PubMed
spelling pubmed-103916142023-08-02 Heterologous Expression of the Formicamycin Biosynthetic Gene Cluster Unveils Glycosylated Fasamycin Congeners McDonald, Hannah P. Alford, Abigail Devine, Rebecca Hems, Edward S. Nepogodiev, Sergey A. Arnold, Corinne J. Rejzek, Martin Stanley-Smith, Anna Holmes, Neil A. Hutchings, Matthew I. Wilkinson, Barrie J Nat Prod [Image: see text] Formicamycins and their biosynthetic intermediates the fasamycins are polyketide antibiotics produced by Streptomyces formicae KY5 from a pathway encoded by the for biosynthetic gene cluster. In this work the ability of Streptomyces coelicolor M1146 and the ability of Saccharopolyspora erythraea Δery to heterologously express the for biosynthetic gene cluster were assessed. This led to the identification of eight new glycosylated fasamycins modified at different phenolic groups with either a monosaccharide (glucose, galactose, or glucuronic acid) or a disaccharide comprised of a proximal hexose (either glucose or galactose), with a terminal pentose (arabinose) moiety. In contrast to the respective aglycones, minimal inhibitory screening assays showed these glycosylated congeners lacked antibacterial activity. American Chemical Society and American Society of Pharmacognosy 2023-06-16 /pmc/articles/PMC10391614/ /pubmed/37327570 http://dx.doi.org/10.1021/acs.jnatprod.3c00052 Text en © 2023 The Authors. Published by American Chemical Society and American Society of Pharmacognosy https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle McDonald, Hannah P.
Alford, Abigail
Devine, Rebecca
Hems, Edward S.
Nepogodiev, Sergey A.
Arnold, Corinne J.
Rejzek, Martin
Stanley-Smith, Anna
Holmes, Neil A.
Hutchings, Matthew I.
Wilkinson, Barrie
Heterologous Expression of the Formicamycin Biosynthetic Gene Cluster Unveils Glycosylated Fasamycin Congeners
title Heterologous Expression of the Formicamycin Biosynthetic Gene Cluster Unveils Glycosylated Fasamycin Congeners
title_full Heterologous Expression of the Formicamycin Biosynthetic Gene Cluster Unveils Glycosylated Fasamycin Congeners
title_fullStr Heterologous Expression of the Formicamycin Biosynthetic Gene Cluster Unveils Glycosylated Fasamycin Congeners
title_full_unstemmed Heterologous Expression of the Formicamycin Biosynthetic Gene Cluster Unveils Glycosylated Fasamycin Congeners
title_short Heterologous Expression of the Formicamycin Biosynthetic Gene Cluster Unveils Glycosylated Fasamycin Congeners
title_sort heterologous expression of the formicamycin biosynthetic gene cluster unveils glycosylated fasamycin congeners
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10391614/
https://www.ncbi.nlm.nih.gov/pubmed/37327570
http://dx.doi.org/10.1021/acs.jnatprod.3c00052
work_keys_str_mv AT mcdonaldhannahp heterologousexpressionoftheformicamycinbiosyntheticgeneclusterunveilsglycosylatedfasamycincongeners
AT alfordabigail heterologousexpressionoftheformicamycinbiosyntheticgeneclusterunveilsglycosylatedfasamycincongeners
AT devinerebecca heterologousexpressionoftheformicamycinbiosyntheticgeneclusterunveilsglycosylatedfasamycincongeners
AT hemsedwards heterologousexpressionoftheformicamycinbiosyntheticgeneclusterunveilsglycosylatedfasamycincongeners
AT nepogodievsergeya heterologousexpressionoftheformicamycinbiosyntheticgeneclusterunveilsglycosylatedfasamycincongeners
AT arnoldcorinnej heterologousexpressionoftheformicamycinbiosyntheticgeneclusterunveilsglycosylatedfasamycincongeners
AT rejzekmartin heterologousexpressionoftheformicamycinbiosyntheticgeneclusterunveilsglycosylatedfasamycincongeners
AT stanleysmithanna heterologousexpressionoftheformicamycinbiosyntheticgeneclusterunveilsglycosylatedfasamycincongeners
AT holmesneila heterologousexpressionoftheformicamycinbiosyntheticgeneclusterunveilsglycosylatedfasamycincongeners
AT hutchingsmatthewi heterologousexpressionoftheformicamycinbiosyntheticgeneclusterunveilsglycosylatedfasamycincongeners
AT wilkinsonbarrie heterologousexpressionoftheformicamycinbiosyntheticgeneclusterunveilsglycosylatedfasamycincongeners