Literature DB >> 12151213

Preparation of orthogonally protected chitosan oligosaccharides: observation of an anomalous remote substituent effect.

Siong-Tern Liew1, Alexander Wei.   

Abstract

Orthogonally protected chitosan tetrasaccharides were synthesized in a convergent fashion by trichloroacetimidate activation. The anomeric substituent at the reducing end of the disaccharide acceptor has a remarkably strong influence on glycosidic coupling; a thiophenyl-substituted disaccharide was observed to be an unusually poor glycosyl acceptor in comparison with the corresponding allyloxy-substituted disaccharide.

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Year:  2002        PMID： 12151213     DOI： 10.1016/s0008-6215(02)00124-6

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


  5 in total

1.  Orthogonal sulfation strategy for synthetic heparan sulfate ligands.

Authors:  Ren-Hua Fan; Jihane Achkar; Jesús M Hernández-Torres; Alexander Wei
Journal:  Org Lett       Date:  2005-10-27       Impact factor: 6.005

Review 2.  Application of spectroscopic methods for structural analysis of chitin and chitosan.

Authors:  Jolanta Kumirska; Małgorzata Czerwicka; Zbigniew Kaczyński; Anna Bychowska; Krzysztof Brzozowski; Jorg Thöming; Piotr Stepnowski
Journal:  Mar Drugs       Date:  2010-04-29       Impact factor: 5.118

3.  Solid-phase synthesis of alpha-glucosamine sulfoforms with fragmentation analysis by tandem mass spectrometry.

Authors:  Runhui Liu; Chamnongsak Chanthamontri; Hongling Han; Jesús M Hernández-Torres; Karl V Wood; Scott A McLuckey; Alexander Wei
Journal:  J Org Chem       Date:  2008-07-09       Impact factor: 4.354

4.  Synthesis and reactivity of 4'-deoxypentenosyl disaccharides.

Authors:  Panuwat Padungros; Ren-Hua Fan; Matthew D Casselman; Gang Cheng; Hari R Khatri; Alexander Wei
Journal:  J Org Chem       Date:  2014-05-12       Impact factor: 4.354

5.  Automated Solution-Phase Synthesis of Insect Glycans to Probe the Binding Affinity of Pea Enation Mosaic Virus.

Authors:  Shu-Lun Tang; Lucas B Linz; Bryony C Bonning; Nicola L B Pohl
Journal:  J Org Chem       Date:  2015-10-12       Impact factor: 4.354
  5 in total

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