CHEMOENZYMATIC SYNTHESIS OF GLUCOSE FATTY ESTERS

D-Glucose fatty esters at C-6 were obtained by chemoenzymatic synthesi s involving 1,2-O-cyclohexylidene-alpha-D-glucofuranose (1) followed b y hydrolysis of the cyclohexylidene protecting group. The enzymatic es terification of 1 was performed with fatty acids of variable chain len gths (C8:0 to C18:0). The kinetic of the reaction was studied for each fatty acid and the structure of the octanoyl eater was determined by H-1 and C-13 NMR spectroscopy. (C) 1997 Elsevier Science Ltd.