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

Research output: Contribution to journalArticleResearchpeer review

Authors

  • Annabel C. Murphy
  • Shu Shan Gao
  • Li Chen Han
  • Simon Carobene
  • Daisuke Fukuda
  • Zhongshu Song
  • Joanne Hothersall
  • Russell J. Cox
  • John Crosby
  • Matthew P. Crump
  • Christopher M. Thomas
  • Christine L. Willis
  • Thomas J. Simpson

External Research Organisations

  • University of Bristol
  • University of Cambridge
  • University of Birmingham
  • Daiichi Sankyo Kabushiki-gaisha
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Details

Original languageEnglish
Pages (from-to)397-402
Number of pages6
JournalChemical science
Volume5
Issue number1
Publication statusPublished - 1 Jan 2014
Externally publishedYes

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.

ASJC Scopus subject areas

Sustainable Development Goals

Cite this

Biosynthesis of thiomarinol A and related metabolites of Pseudoalteromonas sp. SANK 73390. / Murphy, Annabel C.; Gao, Shu Shan; Han, Li Chen et al.
In: Chemical science, Vol. 5, No. 1, 01.01.2014, p. 397-402.

Research output: Contribution to journalArticleResearchpeer review

Murphy, AC, Gao, SS, Han, LC, Carobene, S, Fukuda, D, Song, Z, Hothersall, J, Cox, RJ, Crosby, J, Crump, MP, Thomas, CM, Willis, CL & Simpson, TJ 2014, 'Biosynthesis of thiomarinol A and related metabolites of Pseudoalteromonas sp. SANK 73390', Chemical science, vol. 5, no. 1, pp. 397-402. https://doi.org/10.1039/c3sc52281d
Murphy, A. C., Gao, S. S., Han, L. C., Carobene, S., Fukuda, D., Song, Z., Hothersall, J., Cox, R. J., Crosby, J., Crump, M. P., Thomas, C. M., Willis, C. L., & Simpson, T. J. (2014). Biosynthesis of thiomarinol A and related metabolites of Pseudoalteromonas sp. SANK 73390. Chemical science, 5(1), 397-402. https://doi.org/10.1039/c3sc52281d
Murphy AC, Gao SS, Han LC, Carobene S, Fukuda D, Song Z et al. Biosynthesis of thiomarinol A and related metabolites of Pseudoalteromonas sp. SANK 73390. Chemical science. 2014 Jan 1;5(1):397-402. doi: 10.1039/c3sc52281d
Murphy, Annabel C. ; Gao, Shu Shan ; Han, Li Chen et al. / Biosynthesis of thiomarinol A and related metabolites of Pseudoalteromonas sp. SANK 73390. In: Chemical science. 2014 ; Vol. 5, No. 1. pp. 397-402.
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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.",
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