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

Hamed Refaat B. | Zendy; Batchelar Edward T. | Zendy; Mecinović Jasmin | Zendy; Claridge Timothy D. W. | Zendy; Schofield Christopher J. | Zendy

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

Author(s) -

Hamed Refaat B.,

Batchelar Edward T.,

Mecinović Jasmin,

Claridge Timothy D. W.,

Schofield Christopher J.

Publication year - 2009

Publication title -

chembiochem

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.05

H-Index - 126

eISSN - 1439-7633

pISSN - 1439-4227

DOI - 10.1002/cbic.200800652

Subject(s) - thienamycin , biosynthesis , epimer , stereochemistry , aldehyde , chemistry , enzyme , biochemistry , antibiotics , catalysis

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.

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