Literature DB >> 15013408

The synthesis of a novel thio-linked disaccharide of chondroitin as a potential inhibitor of polysaccharide lyases.

Carl S Rye1, Stephen G Withers.   

Abstract

A thio-linked disaccharide based on the structure of the glycosaminoglycan chondroitin was synthesized as a potential inhibitor of chondroitin AC lyase from Flavobacterium heparinum for structural analysis of the active site. Instead it was found to be a slow substrate, thereby demonstrating that lyases, in contrast to glycosidases, can cleave thioglycoside links between sugars.

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Year:  2004        PMID: 15013408     DOI: 10.1016/j.carres.2003.12.011

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  4 in total

1.  Transition-metal-free synthesis of aryl 1-thioglycosides with arynes at room temperature.

Authors:  Yao Liu; Xiao-Bing Yu; Xiang-Mei Zhang; Qian Zhong; Li-Hua Liao; Nan Yan
Journal:  RSC Adv       Date:  2021-08-04       Impact factor: 4.036

2.  Conformational analysis of thioglycoside derivatives of histo-blood group ABH antigens using an ab initio-derived reparameterization of MM4: implications for design of non-hydrolysable mimetics.

Authors:  Francesco Strino; Jenn-Huei Lii; Hans-Joachim Gabius; Per-Georg Nyholm
Journal:  J Comput Aided Mol Des       Date:  2009-09-15       Impact factor: 3.686

3.  Photoinitiated Thiol-ene Reactions of Enoses: A Powerful Tool for Stereoselective Synthesis of Glycomimetics with Challenging Glycosidic Linkages.

Authors:  Anikó Borbás
Journal:  Chemistry       Date:  2020-03-19       Impact factor: 5.236

4.  Direct, stereoselective thioglycosylation enabled by an organophotoredox radical strategy.

Authors:  Peng Ji; Yueteng Zhang; Feng Gao; Fangchao Bi; Wei Wang
Journal:  Chem Sci       Date:  2020-10-19       Impact factor: 9.825

  4 in total

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