ArticleJournal of the American Chemical Society2017
Elucidation of the Stereospecificity of C-Methyltransferases from trans-AT Polyketide Synthases.
Article in Journal of the American Chemical Society, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed, 27 citations in OpenAlex.
- Structure Elucidation, Biosynthesis and Biological Evaluation of Neosorangicin A, a Member of the Sorangicin Family.Journal of natural products · 2026Article
- Stereochemical Dissection of the Strobilurin PKS Reveals the Complex Biosynthetic Logic of Iterative EZE Triene Construction.Angewandte Chemie (International ed. in English) · 2026Article
- Fatuamide A, a Hybrid PKS/NRPS Metallophore from aJournal of natural products · 2025Article
- Reprogramming of the Aurantinin Polyketide Assembly Line to Synthesize Auritriacids by Excising an Atypical Enoyl-CoA Hydratase Domain.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Article
- Site directed mutagenesis as a precision tool to enable synthetic biology with engineered modular polyketide synthases.Synthetic and systems biotechnology · 2020Review
- Structural Basis of Polyketide Synthase O-Methylation.ACS chemical biology · 2018Article
- Structural and Functional Studies of a gem-Dimethylating Methyltransferase from a trans-Acyltransferase Assembly Line.ACS chemical biology · 2018Article
- Molecular Basis for Olefin Rearrangement in the Gephyronic Acid Polyketide Synthase.ACS chemical biology · 2018Article
- Synthetic biology of polyketide synthases.Journal of industrial microbiology & biotechnology · 2018Article
- Engineering modular polyketide synthases for production of biofuels and industrial chemicals.Current opinion in biotechnology · 2018Review
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Authors and funding
3 authors at 2 institutions in 1 country.
Funding
Abstract
S-Adenosyl methionine (SAM)-dependent C-methyltransferases are responsible for the C2-methylation of 3-ketoacyl-acyl carrier protein (ACP) intermediates to give the corresponding 2-methy-3-ketoacyl-ACP products during bacterial polyketide biosynthesis mediated by trans-AT polyketide synthases that lack integrated acyl transferase (AT) domains. A coupled ketoreductase (KR) assay was used to assign the stereochemistry of the C-methyltransferase-catalyzed reaction. Samples of chemoenzymatically generated 3-ketopentanoyl-ACP (9) were incubated with SAM and BonMT2 from module 2 of the bongkrekic acid polyketide synthase. The resulting 2-methyl-3-ketopentanoyl-ACP (10) was incubated separately with five (2R)- or (2S)-methyl specific KR domains. Analysis of the derived 2-methyl-3-hydroxypentanoate methyl esters (8) by chiral GC-MS established that the BonMT2-catalyzed methylation generated exclusively (2R)-2-methyl-3-ketopentanoyl-ACP ((2R)-10). Identical results were also obtained with three additional C-methyltransferases-BaeMT9, DifMT1, and MupMT1-from the bacillaene, difficidin, and mupirocin trans-AT polyketide synthases.
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