96076-82-3Relevant articles and documents
Solid-phase oligosaccharide and glycopeptide synthesis using glycosynthases
Tolborg, Jakob F.,Petersen, Lars,Jensen, Knud J.,Mayer, Christoph,Jakeman, David L.,Warren, R. Antony J.,Withers, Stephen G.
, p. 4143 - 4149 (2007/10/03)
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. β-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, α-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.
