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Evidence that Thienamycin Biosynthesis Proceeds via C-5 Epimerization: ThnE Catalyzes the Formation of (2S,5S)-trans-Carboxymethylproline

Research Authors
Refaat B. Hamed, Edward T. Batchelar, Jasmin Mecinović, Timothy D. W. Claridge, Christopher J. Schofield
Research Department
Research Journal
ChemBioChem., DOI: 10.1002/cbic.200800652
Research Rank
1
Research Vol
Vol. 10
Research Year
2009
Research Member
Research Abstract

Unusual antibiotic biosynthesis enzymes: The observation that formation of trans-carboxymethylproline (t-CMP) and 6-methyl-t-CMP is catalyzed by ThnE from Streptomyces cattleya using glutamate semi-aldehyde and malonyl- or methylmalonyl-CoA implies the need for a C-5 epimerization step in the biosynthesis of thienamycin and reveals the possibility that a methyl group at C-6 might be introduced at an early stage.