Equilibrium Yields of Mono- and Di-lauroyl Mannoses Through Lipase-catalyzed Condensation in Acetone in the Presence of Molecular Sieves

Abstract

Modification was made to our previously reported method to predict the equilibrium yields for the synthesis of mono- and di-lauroyl mannoses through the lipase-catalyzed condensation of lauric acid and mannose in acetone in the presence of molecular sieves. HPLC and mass spectra (MS) analyses indicated that two types of dilauroyl mannoses, which would be positional isomers of each other and are designated dilauroyl mannose I and II, were produced as well as monolauroyl mannose. The predicted yields of total mannose esters and dilauroyl mannose I agreed well with the experimental ones on the whole. The equilibrium yields of dilauroyl mannose II were higher than the predicted values, while the experimental values of monolauroyl mannose were lower than the predicted values.