|Title||Solid-phase oligosaccharide and glycopeptide synthesis using glycosynthases|
|Publication Type||Journal Article|
|Year of Publication||2002|
|Authors||Tolborg, JF, Petersen, L, Jensen, KJ, Mayer, C, Jakeman, DL, WARREN, RAJ, Withers, SG|
|Journal||JOURNAL OF ORGANIC CHEMISTRY|
|Date Published||JUN 14|
Enzymatic approaches for the preparation of oligosaccharides are interesting alternatives to traditional chemical synthesis, the main advantage being the regio- and stereoselectivity offered without the need for protecting groups. The use of solid-phase techniques offers easy workup procedures and the prospect of automatability. Here, we report the first application of glycosynthases to solid-phase oligosaccharide synthesis by use of the 51 kDa serine and glycine mutants of Agrobacterium sp. beta-glucosidase, Abg E358S and E358G. Acceptors were linked to PEGA resin through a backbone amide linker (BAL), and using these mutated enzymes, a galactose moiety was transferred from a donor sugar, U-D-galactosyl fluoride, with high efficiency (>90%) together with excellent recovery of material. Furthermore, it was demonstrated that a resin-bound model glycopeptide was also an acceptor for the glycosynthase.