Luhavaya, Hanna, Dias, Marcio Vinicius Bertacine, Williams, Simon R., Hong, Hui, de Oliveira, Luciana G. and Leadlay, Peter F. (2015) Enzymology of pyran ring A formation in salinomycin biosynthesis. Angewandte Chemie International Edition, 54 (46). pp. 13622-13625. doi:10.1002/anie.201507090 ISSN 1433-7851.

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Abstract

Tetrahydropyran rings are a common feature of complex polyketide natural products, but much remains to be learned about the enzymology of their formation. The enzyme SalBIII from the salinomycin biosynthetic pathway resembles other polyether epoxide hydrolases/cyclases of the MonB family, but SalBIII plays no role in the conventional cascade of ring opening/closing. Mutation in the salBIII gene gave a metabolite in which ring A is not formed. Using this metabolite in vitro as a substrate analogue, SalBIII has been shown to form pyran ring A. We have determined the X‐ray crystal structure of SalBIII, and structure‐guided mutagenesis of putative active‐site residues has identified Asp38 and Asp104 as an essential catalytic dyad. The demonstrated pyran synthase activity of SalBIII further extends the impressive catalytic versatility of α+β barrel fold proteins.

Item Type:	Journal Article
Subjects:	Q Science > QD Chemistry Q Science > QP Physiology
Divisions:	Faculty of Science, Engineering and Medicine > Science > Chemistry
Library of Congress Subject Headings (LCSH):	Biosynthesis , Polyethers , Polyketides, Pyran
Journal or Publication Title:	Angewandte Chemie International Edition
Publisher:	Wiley - V C H Verlag GmbH & Co. KGaA
ISSN:	1433-7851
Official Date:	9 November 2015
Dates:	Date Event 9 November 2015 Published 17 September 2015 Available
Volume:	54
Number:	46
Page Range:	pp. 13622-13625
DOI:	10.1002/anie.201507090
Status:	Peer Reviewed
Publication Status:	Published
Access rights to Published version:	Restricted or Subscription Access
Date of first compliant deposit:	29 October 2019
Date of first compliant Open Access:	29 October 2019
RIOXX Funder/Project Grant:	Project/Grant ID RIOXX Funder Name Funder ID BB/ J007250/1 [BBSRC] Biotechnology and Biological Sciences Research Council http://dx.doi.org/10.13039/501100000268 UNSPECIFIED University of cambridge http://viaf.org/viaf/153568718 UNSPECIFIED Fundação de Amparo à Pesquisa do Estado de São Paulo http://viaf.org/viaf/147398725

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