Literature DB >> 18069846

Oligomannan synthesis using ionic liquid supported glycosylation.

Ashish K Pathak1, Charu K Yerneni, Zac Young, Vibha Pathak.   

Abstract

The synthesis of complex oligosaccharides has been a challenge for researchers. Herein, we describe a strategy for the synthesis of an activated oligomannan 1 that employs ionic liquid (IL) support glycosylation methodology on an IL-tagged mannosyl fluoride donor. This method is capable of rapidly producing linear alpha(1-->6) oligomannan thioglycosides in a convenient and cost-effective manner without the need of column purification after each glycosylation step.

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Year:  2007        PMID： 18069846      PMCID： PMC2533115          DOI： 10.1021/ol702743x

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


  13 in total

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3.  Versatile synthesis and mechanism of activation of S-benzoxazolyl glycosides.

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4.  Microreactors as tools for synthetic chemists-the chemists' round-bottomed flask of the 21st century?

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5.  A facile and effective synthesis of alpha-(1-->6)-linked mannose di-, tri-, tetra-, hexa-, octa-, and dodecasaccharides, and beta-(1-->6)-linked glucose di-, tri-, tetra-, hexa-, and octasaccharides using sugar trichloroacetimidates as the donors and unprotected or partially protected glycosides as the acceptors.

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6.  Ionic-liquid-supported synthesis: a novel liquid-phase strategy for organic synthesis.

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7.  Facile synthesis of a comb-like mannohexaose: a trimer of the disaccharide repeating unit of the cell-wall mannans of Aphanoascus mephitatus and related species.

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Review 8.  Toward automated synthesis of oligosaccharides and glycoproteins.

Authors:  P Sears; C H Wong
Journal:  Science       Date:  2001-03-23       Impact factor: 47.728

9.  Oligosaccharide synthesis in microreactors.

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10.  Regioselective one-pot protection of carbohydrates.

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  9 in total

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3.  Superarming of glycosyl donors by combined neighboring and conformational effects.

Authors:  Mads Heuckendorff; Hemali D Premathilake; Papapida Pornsuriyasak; Anders Ø Madsen; Christian M Pedersen; Mikael Bols; Alexei V Demchenko
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4.  Ionic liquid-supported synthesis of dihydroquinazolines and tetrahydroquinazolines under microwave irradiation.

Authors:  Hai-Yuan Hsu; Chih-Chun Tseng; Banrali Matii; Chung-Ming Sun
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Review 5.  Synthesis and Glycosidation of Anomeric Halides: Evolution from Early Studies to Modern Methods of the 21st Century.

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6.  Concise assembly of linear alpha(1-->6)-linked octamannan fluorescent probe.

Authors:  Mohammad S Aqueel; Vibha Pathak; Ashish K Pathak
Journal:  Tetrahedron Lett       Date:  2008-12-08       Impact factor: 2.415

Review 7.  Recent progress in chemical and chemoenzymatic synthesis of carbohydrates.

Authors:  Saddam Muthana; Hongzhi Cao; Xi Chen
Journal:  Curr Opin Chem Biol       Date:  2009-10-14       Impact factor: 8.822

8.  Imidazolium cation supported solution-phase assembly of homolinear alpha(1-->6)-linked octamannoside: an efficient alternate approach for oligosaccharide synthesis.

Authors:  Charu K Yerneni; Vibha Pathak; Ashish K Pathak
Journal:  J Org Chem       Date:  2009-08-21       Impact factor: 4.354

9.  Stereocontrolled 1,2-cis glycosylation as the driving force of progress in synthetic carbohydrate chemistry.

Authors:  Swati S Nigudkar; Alexei V Demchenko
Journal:  Chem Sci       Date:  2015-05-01       Impact factor: 9.825
  9 in total

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