1456553-26-6Relevant articles and documents
Synthesis of mucin O-glycan core structures as their p-nitro- and p-aminophenyl glycosides
Hollinger, Martin,Abraha, Fana,Oscarson, Stefan
, p. 1454 - 1466 (2011/08/22)
For the investigation of glycosidases, and for the construction of glycan arrays the p-nitrophenyl- and p-aminophenyl glycosides of mucin O-glycan core structures 1-7 and the 2,6-ST-antigen have been chemically synthesized using d-galactose as a precursor for GalNAc residues. GlcNAc residues have partly been introduced using a 4,6-di-O-benzoyl-2,3-N,O-oxazolidinone-protected donor, which allowed deprotection of the formed di- and tri-saccharides in one step using sodium methoxide.
N-ACETYLGLUCOSAMINYL DISACCHARIDE AND TRISACCHARIDE FORMATION THROUGH LYSOZYME-CATALYZED TRANSFER REACTION
Matahira, Yoshiharu,Ohno, Kyoko,Kawaguchi, Mitsuaki,Kawagishi, Hirokazu,Usui, Taichi
, p. 213 - 226 (2007/10/02)
A hen egg-white lysozyme produced regioselectively 4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-D-mannose and p-nitrophenyl 4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-β-D-mannopyranoside through a transglycosylation reaction from N,N'-diacetylchitobiose and respectively mannose and p-nitrophenyl β-D-mannopyranoside.These enzyme reactions were efficient enough to allow the one-pot preparation of the desired disaccharide.When p-nitrophenyl 2-acetamido-2-deoxy-α-D-glucopyranoside was the acceptor, the enzyme catalyzed the formation of a β-(1-3)-linked disaccharide glycoside (p-nitrophenyl 2-acetamido-2-deoxy-3-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-D-glucopyranoside) with its β-(1-4)-linked isomer.This is also the case for the formation of p-nitrophenyl 3-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-maltoside with p-nitrophenyl α-maltoside acceptor.The results show that the anomeric configuration of the glycosidic linkage in the glycosyl acceptors had a pronounced effect on the position of transglycosylation.