Biosynthesis of Salinosporamides from α,β-Unsaturated Fatty Acids: Implications for Extending Polyketide Synthase Diversity
- 14 July 2009
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 131 (30), 10376-10377
- https://doi.org/10.1021/ja9042824
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.Keywords
This publication has 17 references indexed in Scilit:
- Biosynthesis of the salinosporamide A polyketide synthase substrate chloroethylmalonyl-coenzyme A from S -adenosyl- l -methionineProceedings of the National Academy of Sciences of the United States of America, 2009
- The discovery of 2,5-dialkylcyclohexan-1,3-diones as a new class of natural productsProceedings of the National Academy of Sciences of the United States of America, 2009
- Genomic islands link secondary metabolism to functional adaptation in marine ActinobacteriaThe ISME Journal, 2009
- Dentigerumycin: a bacterial mediator of an ant-fungus symbiosisNature Chemical Biology, 2009
- Engineered Biosynthesis of Antiprotealide and Other Unnatural Salinosporamide Proteasome InhibitorsJournal of the American Chemical Society, 2008
- Discovery and characterization of a marine bacterial SAM-dependent chlorinaseNature Chemical Biology, 2007
- Synthesis of C 5 -dicarboxylic acids from C 2 -units involving crotonyl-CoA carboxylase/reductase: The ethylmalonyl-CoA pathwayProceedings of the National Academy of Sciences of the United States of America, 2007
- Genome sequencing reveals complex secondary metabolome in the marine actinomycete Salinispora tropicaProceedings of the National Academy of Sciences of the United States of America, 2007
- Biosynthetic Convergence of Salinosporamides A and B in the Marine Actinomycete Salinispora tropicaOrganic Letters, 2007
- Purification of Crotonyl‐CoA Reductase from Streptomyces collinus and Cloning, Sequencing and Expression of the Corresponding Gene in Escherichia coliJBIC Journal of Biological Inorganic Chemistry, 1995