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Synthesis of a Sialic Acid Containing Complex‐Type N ‐Glycan on a Solid Support
Author(s) -
Tanaka Katsunori,
Fujii Yohei,
Tokimoto Hiroomi,
Mori Yasutaka,
Tanaka Shinichi,
Bao Guangming,
Siwu Eric R. O.,
Nakayabu Aiko,
Fukase Koichi
Publication year - 2009
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.200800411
Subject(s) - glycan , sialic acid , glycosylation , reagent , chemistry , solid phase synthesis , stereoselectivity , solvent , combinatorial chemistry , biochemistry , glycoprotein , organic chemistry , catalysis , peptide
On solid ground : A new solid‐phase synthesis of N ‐linked glycans featuring 1) highly stereoselective β‐mannosylation and microfluidic α‐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.A new solid‐phase synthesis of N ‐linked glycans featuring 1) highly stereoselective β‐mannosylation and microfluidic α‐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.
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