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DOI: 10.1039/A700498B (Paper) Reference Section for: Chem. Commun., 1997, 799-800

Biosynthesis of fluoroacetate and 4-fluorothreonine by Streptomyces cattleya. The stereochemical processing of glycerol

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Jens Nieschalk, John T. G. Hamilton, Cormac D. Murphy, David B. Harper and David O’Hagan

Abstract

When both (2R)-[1-2H2]- and (2S)-[1-2H2]-glycerol are incubated with resting cell suspensions of S. cattleya, only the 2R-enantiomer labels the fluoromethyl groups of fluoroacetate and 4-fluorothreonine, with retention of both deuterium atoms, placing metabolic and mechanistic limitations on the process of biological fluorination.

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