OPTICALLY PURE 1-O-BETA-D-GLUCOSYL-SN-GLYCEROLS AND 3-O-BETA-D-GLUCOSYL-SN-GLYCEROLS AND GALACTOSYL-SN-GLYCEROLS THROUGH LIPASE-CATALYZED TRANSFORMATIONS

Pseudomonas cepacia lipase shows opposite stereoselectivity in the acy lation versus the deacylation of diastereoisomeric 1-O- and 3-O-beta-D -glycopyranosyl-sn-glycerols: while the 2,3,4,6-tetraacetylated 1-O-gl ycosyl-sn-glycerols were the preferred substrates in the former reacti on, the 3-O-peracetylated derivatives were hydrolyzed in the latter on e. In this way, both 1-O- and 3-O-stereoisomers could be obtained opti cally pure as residual substrates.