J. Nieschalk et al., BIOSYNTHESIS OF FLUOROACETATE AND 4-FLUOROTHREONINE BY STREPTOMYCES-CATTLEYA - THE STEREOCHEMICAL PROCESSING OF GLYCEROL, Chemical communications, (8), 1997, pp. 799-800
When both (2R)-[1-H-2(2)]- and (2S)-[1-H-2(2)]-glycerol are incubated
with resting cell suspensions of S. cattleya, only the 2R-enantiomer l
abels the fluoromethyl groups of fluoroacetate and 4-fluorothreonine,
with retention of both deuterium atoms, placing metabolic and mechanis
tic limitations on the process of biological fluorination.