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Issue 1, 2014
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Biosynthesis of thiomarinol A and related metabolites of Pseudoalteromonas sp. SANK 73390

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Abstract

The biosynthesis of the mixed PKS-FAS-NRPS hybrid antibiotic thiomarinol A was investigated using feeding studies to both wild type and mutant strains of the marine bacterium Pseudoalteromonas. Particularly interesting features of the pathway include assembly of the 8-hydroxyoctanoic acid side-chain via chain extension of a C4-precursor (4-hydroxybutyrate), and construction of the pyrrothine unit from cysteine via (HolA-D, F-H) prior to intact incorporation into thiomarinol (catalysed by TmlU). A series of thiomarinol-related and other minor metabolites have been isolated from wild-type and mutant strains. The results of these investigations are rationalised in terms of the overall biosynthetic pathway.

Graphical abstract: Biosynthesis of thiomarinol A and related metabolites of Pseudoalteromonas sp. SANK 73390

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Supplementary files

Article information


Submitted
14 Aug 2013
Accepted
31 Oct 2013
First published
01 Nov 2013

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2014,5, 397-402
Article type
Edge Article

Biosynthesis of thiomarinol A and related metabolites of Pseudoalteromonas sp. SANK 73390

A. C. Murphy, S. Gao, L. Han, S. Carobene, D. Fukuda, Z. Song, J. Hothersall, R. J. Cox, J. Crosby, M. P. Crump, C. M. Thomas, C. L. Willis and T. J. Simpson, Chem. Sci., 2014, 5, 397
DOI: 10.1039/C3SC52281D

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