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MmfL catalyses formation of a phosphorylated butenolide intermediate in methylenomycin furan biosynthesis

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Zhou, Shanshan, Malet, Nicolas, Song, Lijiang, Corre, Christophe and Challis, Gregory L. (2020) MmfL catalyses formation of a phosphorylated butenolide intermediate in methylenomycin furan biosynthesis. Chemical Communications, 56 (92). pp. 14443-14446. doi:10.1039/d0cc05658h ISSN 1364-548X.

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Official URL: https://doi.org/10.1039/D0CC05658H

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Abstract

Using a combination of a synthetic substrate analogue and product standard, MmfL, a homologue of the γ-butyrolactone biosynthetic enzyme AfsA, was shown to catalyse the condensation of dihydroxyacetone phosphate with a β-ketoacyl thioester to form a phosphorylated butenolide intermediate in the biosynthesis of the methylenomycin furans, which induce methlenomycin antibiotic production in Streptomyces coelicolor A3(2). AfsA homologues are also involved in the biosynthesis of 2-akyl-4-hydroxy-3-methyl butenolide inducers of antibiotic production in other Streptomyces species, indicating that diverse signalling molecules are assembled from analogous phosphorylated butenolide intermediates.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science, Engineering and Medicine > Science > Chemistry
Faculty of Science, Engineering and Medicine > Science > Life Sciences (2010- )
SWORD Depositor: Library Publications Router
Library of Congress Subject Headings (LCSH): Furans -- Synthesis, Biosynthesis, Streptomyces coelicolor
Journal or Publication Title: Chemical Communications
Publisher: Royal Society of Chemistry (RSC)
ISSN: 1364-548X
Official Date: 22 October 2020
Dates:
DateEvent
22 October 2020Published
21 October 2020Accepted
Volume: 56
Number: 92
Page Range: pp. 14443-14446
DOI: 10.1039/d0cc05658h
Status: Peer Reviewed
Publication Status: Published
Reuse Statement (publisher, data, author rights): http://creativecommons.org/licenses/by-nc/3.0/
Access rights to Published version: Open Access (Creative Commons)
Date of first compliant deposit: 8 December 2020
Date of first compliant Open Access: 9 December 2020
RIOXX Funder/Project Grant:
Project/Grant IDRIOXX Funder NameFunder ID
BB/J014532/1[BBSRC] Biotechnology and Biological Sciences Research Councilhttp://dx.doi.org/10.13039/501100000268
BB/K002341/1[BBSRC] Biotechnology and Biological Sciences Research Councilhttp://dx.doi.org/10.13039/501100000268
BB/E008003/1[BBSRC] Biotechnology and Biological Sciences Research Councilhttp://dx.doi.org/10.13039/501100000268
BB/M022765/1[BBSRC] Biotechnology and Biological Sciences Research Councilhttp://dx.doi.org/10.13039/501100000268
Chancellor’s International ScholarshipUniversity of Warwickhttp://dx.doi.org/10.13039/501100000741
Warwick Collaborative Postgraduate Research ScholarshipUniversity of Warwickhttp://dx.doi.org/10.13039/501100000741
WM130033Royal Societyhttp://dx.doi.org/10.13039/501100000288
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