Issue 1, 2014

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

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

Supplementary files

Article information

Article type
Edge Article
Submitted
14 Aug. 2013
Accepted
31 Okt. 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
Creative Commons BY license

Chem. Sci., 2014,5, 397-402

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

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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