Heterologous Biosynthesis of Truncated Hexaketides Derived from the Actinorhodin Polyketide Synthase
- 22 May 2004
- journal article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 67 (8), 1419-1422
- https://doi.org/10.1021/np0499564
Abstract
Heterologous expression of the actinorhodin polyketide synthase in the recombinant host Streptomyces lividans K4-114 led to the characterization of three new minor polyketides, the novel hexaketides BSM1 and BSM3 and 9‘-hydroxyaloesaponarin II, in addition to known anthraquinone and aromatic octaketides. The structures of BSM1 and BSM3 imply that these compounds are derived from a C-5-reduced hexaketide intermediate, suggesting that the timing of the ketoreduction reaction in the actinorhodin biosynthetic pathway may take place during the polyketide elongation process rather than after the completion of the octaketide chain as previously suggested.Keywords
This publication has 13 references indexed in Scilit:
- Cloning, sequencing and analysis of the enterocin biosynthesis gene cluster from the marine isolate ‘Streptomyces maritimus’: evidence for the derailment of an aromatic polyketide synthaseCell Chemical Biology, 2000
- Recombinant Polyketide Synthesis in Streptomyces : Engineering of Improved Host StrainsBioTechniques, 1999
- Biosynthesis of polyketides (other than actinomycete macrolides)Natural Product Reports, 1999
- Combinatorial biosynthesis for new drug discoveryCurrent Opinion in Microbiology, 1998
- Genetic Contributions to Understanding Polyketide SynthasesChemical Reviews, 1997
- Rational design of aromatic polyketide natural products by recombinant assembly of enzymatic subunitsNature, 1995
- Engineered biosynthesis of novel polyketides: influence of a downstream enzyme on the catalytic specificity of a minimal aromatic polyketide synthase.Proceedings of the National Academy of Sciences of the United States of America, 1994
- Engineered Biosynthesis of Novel Polyketides: actVII and actIV Genes Encode Aromatase and Cyclase Enzymes, RespectivelyJournal of the American Chemical Society, 1994
- Engineered Biosynthesis of Novel PolyketidesScience, 1993
- Biosynthesis of anthraquinones by interspecies cloning of actinorhodin biosynthesis genes in streptomycetes: clarification of actinorhodin gene functionsJournal of Bacteriology, 1990