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Stereochemistry associated with the conversion of C-3 of serine through methylenetetrahydrofolate and methenyltetrahydrofolate in the biosynthesis of tuberin.

✍ Scribed by Karl M. Cable; Richard B. Herbert; Vanessa Bertram; Douglas W. Young

Book ID: 104236104
Publisher: Elsevier Science
Year: 1987
Tongue: French
Weight: 184 KB
Volume: 28
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)83872-7

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✦ Synopsis

Results of feeding experiments in Streptomyces amakusaensis with (22, 3R)-[3-2H,]-and (22, 3g)-[2,3-2H2]-serine show that the F-formyl group in tuberin ( 1) is formed from C-3 of serine via tetrahydrofolate-linked intermediates with retention of the 3-pro-S -proton; retention is only partially stereospecific. The relevance to tetrahydrololate metabolism is discussed.

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