Candida rugosa lipase catalysed preparation of l-prolyl, l-phenylalanyl, l-tryptophanyl and l-histidyl esters of carbohydrates

Abstract

l-Amino acyl ( 1– 4) esters of carbohydrates ( 5– 15) were synthesized through Candida rugosa lipase catalysis in non-polar solvent with yields in the range of 7–79%. In a reaction, involving unprotected and unactivated l-amino acids and carbohydrates, both monoesters (1- O-, 2- O-, 3- O-, 4- O-, 5- O-, 6- O- and 6′- O-) and diesters (1,6-di- O-, 2,5-di- O-, 2,6-di- O-, 3,6-di- O-, 4,6-di- O- and 6,6′-di- O-) were found to be formed in different proportions depending on the l-amino acids and carbohydrates employed. Among 80 individual esters synthesized by this procedure, 67 are being reported for the first time.