301662-92-0Relevant academic research and scientific papers
Polymer-supported and chemoenzymatic synthesis of the Neisseria meningitidis pentasaccharide: A methodological comparison
Yan, Fengyang,Wakarchuk, Warren W.,Gilbert, Michel,Richards, James C.,Whitfield, Dennis M.
, p. 3 - 16 (2007/10/03)
Neisseria meningitids trisaccharide [GlcNAcβ(1 → 3)Galβ(1 → 4)Glc-R], tetrasaccharide [Galβ(1 → 4)GlcNAcβ(1 → 3)Galβ(1 → 4)Glc-R], and a pentasaccharide [Neu5Acα(2 → 3)Galβ(1 → 4)GlcNAcβ(1 → 3)Galβ(1 → 4)Glc-SPh] were prepared via conventional chemical synthesis, polymer-supported synthesis, and chemoenzymatic methods, starting from D-lactose. The polymer polyethyleneglycol monomethylether (MPEG) and the linker dioxyxylene (DOX) were used with a lactose-bound acceptor to improve the purification process. Several enzymes (LgtA, GalE-LgtB fusion, and CMP-Neu5Ac synthetase/sialyltransferase fusion) were used for syntheses of these oligosaccharides. Excellent stereo- and regioselectivities as well high yield (> 90% from Galβ(1 → 4)Glc-SPh) of the pentasaccharide were obtained. Both of the convenient processes are suitable for efficient preparation of target oligosaccharides. (C) 2000 Elsevier Science Ltd.
