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In vitro elucidation of the crucial but complex oxidative tailoring steps in rufomycin biosynthesis enables one pot conversion of rufomycin B to rufomycin C

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Perez Ortiz, Gustavo, Sidda, John D., de los Santos, Emmanuel L. C., Hubert, Catherine B. and Barry, Sarah M. (2021) In vitro elucidation of the crucial but complex oxidative tailoring steps in rufomycin biosynthesis enables one pot conversion of rufomycin B to rufomycin C. Chemical Communications, 57 (89). pp. 11795-11798. doi:10.1039/d1cc04794a ISSN 1359-7345.

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Official URL: https://doi.org/10.1039/d1cc04794a

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Abstract

The antimycobacterial peptides, rufomycins, have their antibiotic activity conferred by oxidative tailoring of the cyclic peptide. Here we elucidate the roles of cytochrome P450s RufS and RufM in regioselective epoxidation and alkyl oxidation respectively and demonstrate how RufM and RufS create a complex product profile dependent on redox partner availability. Finally, we report the in vitro one pot conversion of rufomycin B to rufomycin C.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Q Science > QP Physiology
Divisions: Faculty of Science, Engineering and Medicine > Science > Life Sciences (2010- )
SWORD Depositor: Library Publications Router
Library of Congress Subject Headings (LCSH): Peptides , Cyclic peptides , Cytochrome P-450, Epoxy compounds, Biosynthesis
Journal or Publication Title: Chemical Communications
Publisher: Royal Society of Chemistry
ISSN: 1359-7345
Official Date: 2021
Dates:
DateEvent
2021Published
15 October 2021Available
15 October 2021Accepted
Volume: 57
Number: 89
Page Range: pp. 11795-11798
DOI: 10.1039/d1cc04794a
Status: Peer Reviewed
Publication Status: Published
Access rights to Published version: Open Access (Creative Commons)
Date of first compliant deposit: 21 December 2021
Date of first compliant Open Access: 22 December 2021
RIOXX Funder/Project Grant:
Project/Grant IDRIOXX Funder NameFunder ID
MC_PC14105 v.2[MRC] Medical Research Councilhttp://dx.doi.org/10.13039/501100000265
BB/ P019811/1[BBSRC] Biotechnology and Biological Sciences Research Councilhttp://dx.doi.org/10.13039/501100000268
UNSPECIFIEDConsejo Nacional de Ciencia y Tecnologíahttp://dx.doi.org/10.13039/501100003141
UNSPECIFIEDSecretaria de Energia de MexicoUNSPECIFIED
BB/ M017982/1[BBSRC] Biotechnology and Biological Sciences Research Councilhttp://dx.doi.org/10.13039/501100000268
BB/ M017982/1[EPSRC] Engineering and Physical Sciences Research Councilhttp://dx.doi.org/10.13039/501100000266
202767/Z/16/ZWellcome Trusthttp://dx.doi.org/10.13039/100010269

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