Synthesis of Gal?1-4GlcNAc?- and Gal?1-3GalNAc?-O-L-serine Derivatives employing glycosidases

Abstract

A new approach for the highly specific preparation of L-serine conjugates of lactosamine and Galβ1-3GalNAc is described. Thus, the L-serine derivative of lactosamine Galβ1-4GlcNAcβ-O-(N-Z)-Ser-OEt, was obtained from lactose, employing GlcNAcβ-O-(N-Z)-Ser-OEt as acceptor and a yeast β-galactosidase as catalyst Galp 1-3GalNAcα-O-(N-Alloc)-Ser-OMe was obtained from lactose, employing GalNAcα-O-(N-Alloc)-Ser-OMe as acceptor and β-galactosidase from bovine testes as catalyst.