Literature DB >> 26958998

Fluorous-Tag Assisted Syntheses of Sulfated Keratan Sulfate Oligosaccharide Fragments.

Sayantan Bhaduri1, Nicola L B Pohl1.   

Abstract

The first block iteration strategy for iterative solution-phase synthesis of protected keratan sulfate (KS)-like fragments is reported. Obstacles in a strategy using galactose-glucosamine (Gal-GlcNAc) modules led to the discovery of a differentially protected GlcNAc-Gal module that could be used to synthesize KS-like fragments using a fluorous tag that maintained solubility in organic solvents for purification of all intermediates via fluorous solid-phase extraction.

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Year:  2016        PMID： 26958998     DOI： 10.1021/acs.orglett.6b00344

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  5 in total

Review 1.  Automated Chemical Oligosaccharide Synthesis: Novel Approach to Traditional Challenges.

Authors:  Matteo Panza; Salvatore G Pistorio; Keith J Stine; Alexei V Demchenko
Journal:  Chem Rev       Date:  2018-06-28       Impact factor: 60.622

2.  Recent Liquid Chromatographic Approaches and Developments for the Separation and Purification of Carbohydrates.

Authors:  Gabe Nagy; Tianyuan Peng; Nicola L B Pohl
Journal:  Anal Methods       Date:  2017-05-24       Impact factor: 2.896

3.  Fluorous-Tag-Assisted Synthesis of GAG-Like Oligosaccharides.

Authors:  José L de Paz; Pedro M Nieto
Journal:  Methods Mol Biol       Date:  2022

4.  Solid-Phase Synthesis of Fluorinated Analogues of Glycosyl 1-Phosphate Repeating Structures from Leishmania using the Phosphoramidite Method.

Authors:  Rintaro Iwata Hara; Aya Yaoita; Katsuya Takeda; Hiroaki Ueki; Ayumu Ishii; Hideyuki Imoto; Satoshi Kobayashi; Michi Sano; Mihoko Noro; Kazuki Sato; Takeshi Wada
Journal:  ChemistryOpen       Date:  2018-04-30       Impact factor: 2.911

5.  Structural insight into the binding of human galectins to corneal keratan sulfate, its desulfated form and related saccharides.

Authors:  Michelle C Miller; Chao Cai; Kanin Wichapong; Sayantan Bhaduri; Nicola L B Pohl; Robert J Linhardt; Hans-Joachim Gabius; Kevin H Mayo
Journal:  Sci Rep       Date:  2020-09-24       Impact factor: 4.996
  5 in total

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