Synthesis of a sialic acid containing complex-type N-glycan on a solid support

A new solid-phase synthesis of N-linked glycans featuring 1) highly stereoselective beta-mannosylation and microfluidic alpha-sialylation and 2) efficient glycosylation of the N-phenyltrifluoroacetimidate units on JandaJel resin is reported. Reagent concentration effects by a fluorous solvent are ef...

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Bibliographic Details
Published inChemistry, an Asian journal Vol. 4; no. 4; p. 574
Main Authors Tanaka, Katsunori, Fujii, Yohei, Tokimoto, Hiroomi, Mori, Yasutaka, Tanaka, Shin-ichi, Bao, Guang-ming, Siwu, Eric R O, Nakayabu, Aiko, Fukase, Koichi
Format Journal Article
LanguageEnglish
Published Germany 06.04.2009
Subjects
Carbohydrate Sequence
Molecular Sequence Data
N-Acetylneuraminic Acid - chemistry
Polysaccharides - chemical synthesis
Polysaccharides - chemistry
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Summary:A new solid-phase synthesis of N-linked glycans featuring 1) highly stereoselective beta-mannosylation and microfluidic alpha-sialylation and 2) efficient glycosylation of the N-phenyltrifluoroacetimidate units on JandaJel resin is reported. Reagent concentration effects by a fluorous solvent are effectively applied, and the use of these methods results in the first synthesis of a sialic acid containing complex-type N-glycan on a solid support.
ISSN:1861-471X
DOI:10.1002/asia.200800411