Kinetic chiral resolutions using phosphokinase enzymes and studies of isopropenyl glycosides.

摘要

. Isopropenyl 2,3,4,6-tetra-O-pivaloyl-;II. The mechanism of hydrolysis of isopropenyl ;III. Enantioselective phosphorylation catalyzed by yeast hexokinase (EC 2.7.1.1) facilitated the kinetic chiral resolution of scDL-glucose and scDL-glucal. After dephosphorylation of the reactive scD enantiomer by phosphatase, both scD- and scL-glucose were recovered quantitatively and in ;IV. Enantioselective phosphorylation catalyzed by glycerol kinase (EC 2.7.1.30) facilitated the kinetic chiral resolution of 3-chloro-1,2-propanediol, 3-butene-1,2-diol, 3-fluoro-1,2-propanediol, and 1,2,4-butanetriol. Both enantiomers of each compound were isolated in their free diol or triol form, in excellent enantiomeric purity (99 to