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Updated: Jun 25, 2026

Chemo-enzymatic Synthesis of N-glycans for Array Development and HIV Antibody Profiling
Published on: February 5, 2018
Convenient synthesis of an N-glycan octasaccharide of the bisecting type
Guangfa Wang1, Wei Zhang, Zhichao Lu
1Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China.
Abstract:
Convenient synthesis of an N-glycan octasaccharide (A) of the bisecting type was described. The stable and easily prepared orthoester F, 3''-O-chloroacetyl-4'',6''-O-benzylidene-alpha-D-glucopyranose 1'',2''-(chloromethyl 3',6'-di-O-benzyl-2'-deoxy-2'-phthalimido-beta-D-glucopyranosyl-(1-->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-beta-D-glucopyranosylazide-4'-yl orthoacetate), was designed as the key intermediate with two advantages: (1) distinguishing OH-2'' from OH-3'' in beta-D-glucopyranoside to construct the central beta-D-mannopyranoside by inverting the configuration of OH-2'' in beta-D-glucopyranoside and (2) distinguishing OH-4'' and OH-6'' from OH-3'' in the beta-D-mannopyranoside to introduce the bisecting GlcNAc residue.
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