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Article
Biosynthesis of Salinosporamides from α,β-Unsaturated Fatty Acids: Implications for Extending Polyketide Synthase Diversity
Chemistry Faculty Publications and Presentations
  • Yuan Liu, University of California - San Diego
  • Christopher Hazzard, Portland State University
  • Alessandra S. Eustáquio, University of California - San Diego
  • Kevin A. Reynolds, Portland State University
  • Bradley S. Moore, University of California - San Diego
Document Type
Post-Print
Publication Date
8-1-2010
Subjects
  • Antineoplastic agents,
  • Marine bacteria,
  • Polyketides -- Synthesis,
  • Polyketides -- Metabolism
Disciplines
Abstract

A new series of coenzyme A-tethered polyketide synthase extender units were discovered in relation to the biosynthesis of the salinosporamide family of anticancer agents from the marine bacterium Salinispora tropica. In vivo and in vitro experiments revealed that the crotonyl-CoA reductase/carboxylase SalG has broad substrate tolerance toward 2-alkenyl-CoAs that give rise to the salinosporamide C-2 substitution pattern.

Description

Supporting Information Available: Experimental procedures, NMR data and SalG kinetic data. This material is available free of charge via the Internet at http://pubs.acs.org.

This is the author’s version of a work that was accepted for publication in the Journal of the American Chemical Society. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Journal of the American Chemical Society, 2009, 131 (30), pp 10376–10377 and can be found online at: https://doi.org/10.1021/ja9042824

DOI
10.1021/ja9042824
Persistent Identifier
http://archives.pdx.edu/ds/psu/19065
Citation Information
Yuan Liu, Christopher Hazzard, Alessandra S. Eustáquio, Kevin A. Reynolds, et al.. "Biosynthesis of Salinosporamides from α,β-Unsaturated Fatty Acids: Implications for Extending Polyketide Synthase Diversity" (2010)
Available at: http://works.bepress.com/kevin-reynolds/11/