Literature DB >> 19156655

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

Katsunori Tanaka1, Yohei Fujii, Hiroomi Tokimoto, Yasutaka Mori, Shin-ichi Tanaka, Guang-ming Bao, Eric R O Siwu, Aiko Nakayabu, Koichi Fukase.   

Abstract

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.

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Year:  2009        PMID: 19156655     DOI: 10.1002/asia.200800411

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  6 in total

Review 1.  Analysis of carbohydrates and glycoconjugates by matrix-assisted laser desorption/ionization mass spectrometry: an update for 2009-2010.

Authors:  David J Harvey
Journal:  Mass Spectrom Rev       Date:  2014-05-26       Impact factor: 10.946

Review 2.  Recent advances in the MS analysis of glycoproteins: Capillary and microfluidic workflows.

Authors:  Diego F Cortes; Jarod L Kabulski; Alexandru C Lazar; Iulia M Lazar
Journal:  Electrophoresis       Date:  2010-11-25       Impact factor: 3.535

3.  Noninvasive imaging of dendrimer-type N-glycan clusters: in vivo dynamics dependence on oligosaccharide structure.

Authors:  Katsunori Tanaka; Eric R O Siwu; Kaori Minami; Koki Hasegawa; Satoshi Nozaki; Yousuke Kanayama; Koichi Koyama; Weihsu C Chen; James C Paulson; Yasuyoshi Watanabe; Koichi Fukase
Journal:  Angew Chem Int Ed Engl       Date:  2010-10-25       Impact factor: 15.336

4.  Manual and Automated Syntheses of the N-Linked Glycoprotein Core Glycans.

Authors:  Salvatore G Pistorio; Scott A Geringer; Keith J Stine; Alexei V Demchenko
Journal:  J Org Chem       Date:  2019-05-17       Impact factor: 4.354

Review 5.  Small tools for sweet challenges: advances in microfluidic technologies for glycan synthesis.

Authors:  Ferra Pinnock; Susan Daniel
Journal:  Anal Bioanal Chem       Date:  2022-02-23       Impact factor: 4.142

6.  Acid-mediated reactions under microfluidic conditions: a new strategy for practical synthesis of biofunctional natural products.

Authors:  Katsunori Tanaka; Koichi Fukase
Journal:  Beilstein J Org Chem       Date:  2009-08-20       Impact factor: 2.883

  6 in total

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