Synthesis of disaccharide derivatives employing beta-N-acetyl-D-hexosaminidase, beta-D-galactosidase and beta-D-glucuronidase

beta-N-Acetyl-D-hexosaminidase from Aspergillus oryzae catalysed the stereo - and regiospecific formation of the 6-O-benzylated disaccharide derivative s GalNAc beta 1-3(6-OBn)Gal beta-SEt and GlcNAc beta l-3(6-OBn)Gal beta-SEt , which were obtained in transglycosylation reactions employing ethyl 6-O-b enzyl-1-thio-beta-D-galactopyranoside as acceptor. Preparative amounts of t he chitobiose derivative GlcNAc beta 1-3GlcNAc beta-OPhNO2-p was prepared a s well. beta-N-Acetyl-D-hexosaminidase from bovine testes catalysed the spe cific synthesis of GlcNAc beta 1-3(6-OBn)GlcNH(2)beta-SEt and GalNAc beta 1 -3(6-OBn)GlcNH(2)beta-SEt, employing ethyl 2-amino-6-O-benzyl-2-deoxy-1-thi o-beta-D-glucopyranoside as acceptor. B-D-Glucuronidase from E. coli was fo und to catalyse the formation of GlcA beta 1-3(6-OBn)GlcNH(2)beta-SEt emplo ying the same acceptor.