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 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.
Tanaka
Katsunori
K
Department of Chemistry, Graduate School of Science, Osaka University, 1-1 Machikaneyama-cho, Toyonaka-shi, Osaka 560-0043, Japan.
Fujii
Yohei
Y
Tokimoto
Hiroomi
H
Mori
Yasutaka
Y
Tanaka
Shin-ichi
S
Bao
Guang-ming
GM
Siwu
Eric R O
ER
Nakayabu
Aiko
A
Fukase
Koichi
K
D002240:Carbohydrate Sequence; D008969:Molecular Sequence Data; D019158:N-Acetylneuraminic Acid / Q000737:chemistry*; D011134:Polysaccharides / Q000138:chemical synthesis* / Q000737:chemistry
D011134:Polysaccharides; D019158:N-Acetylneuraminic Acid