301662-87-3Relevant academic research and scientific papers
A divergent approach to the synthesis of iGb3 sugar and lipid analogues via a lactosyl 2-azido-sphingosine intermediate
Cheng, Janice M. H.,Dangerfield, Emma M.,Timmer, Mattie S. M.,Stocker, Bridget L.
supporting information, p. 2729 - 2736 (2014/05/06)
Isoglobotrihexosylceramide (iGb3, 1) is an immunomodulatory glycolipid that binds to CD1d and is presented to the T-cell receptor (TCR) of invariant natural killer T (iNKT) cells. To investigate how modifications to the lipid tail or terminal sugar residu
Synthesis of tri-, penta-, and heptasaccharides, functionalized with orthogonally N-protected amino residues at the reducing and non-reducing ends
Fyrner, Timmy,Svensson, Stefan C.T.,Konradsson, Peter
experimental part, p. 6712 - 6720 (2012/09/07)
The synthesis of four bifunctionalized orthogonally N-protected oligosaccharides derived from lactose and mannose, intended as cross-linking derivatives, is described. The aminosugar at the non-reducing end is derivatized with an N-Boc-protected glycine m
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.
