Literature DB >> 20730042

Novel galactosyl donor with 2-naphthylmethyl (NAP) as the non participating group at C-2 position: Efficient synthesis of alpha-galactosyl ceramide.

Sirajud D Khaja1, Vipin Kumar, Misbah Ahmad, Jun Xue, Khushi L Matta.   

Abstract

Predominant alpha-linked products can be generated in glycosylation involving galactosyl trichloroacetimidate donors with 2-naphthylmethyl (NAP) as the non participating group at C-2 position. The above donor was successfully utilized for the synthesis of alpha-galactosyl ceramide.

Entities:  

Year:  2010        PMID： 20730042      PMCID： PMC2923560          DOI： 10.1016/j.tetlet.2010.06.071

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  31 in total

1.  Synthesis of complex carbohydrates and glycoconjugates: enzyme-based and programmable one-pot strategies.

Authors:  K M Koeller; C H Wong
Journal:  Chem Rev       Date:  2000-12-13       Impact factor: 60.622

Review 2.  Novel glycosylation methods and their application to natural products synthesis.

Authors:  Kazunobu Toshima
Journal:  Carbohydr Res       Date:  2006-04-21       Impact factor: 2.104

Review 3.  Glycosylation.

Authors:  G W Hart
Journal:  Curr Opin Cell Biol       Date:  1992-12       Impact factor: 8.382

4.  Stereoselective glycosylation reactions with chiral auxiliaries.

Authors:  Jin-Hwan Kim; Hai Yang; Geert-Jan Boons
Journal:  Angew Chem Int Ed Engl       Date:  2005-01-28       Impact factor: 15.336

Review 5.  Glycoproteins: what are the sugar chains for?

Authors:  J C Paulson
Journal:  Trends Biochem Sci       Date:  1989-07       Impact factor: 13.807

Review 6.  Chemical glycobiology.

Authors:  C R Bertozzi; L L Kiessling
Journal:  Science       Date:  2001-03-23       Impact factor: 47.728

7.  Synthesis and NKT cell stimulating properties of fluorophore- and biotin-appended 6"-amino-6"-deoxy-galactosylceramides.

Authors:  Xiao-Ti Zhou; Claire Forestier; Randal D Goff; Chunhong Li; Luc Teyton; Albert Bendelac; Paul B Savage
Journal:  Org Lett       Date:  2002-04-18       Impact factor: 6.005

8.  New principles for glycoside-bond formation.

Authors:  Xiangming Zhu; Richard R Schmidt
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

9.  Stereoselective direct glycosylation with anomeric hydroxy sugars by activation with phthalic anhydride and trifluoromethanesulfonic anhydride involving glycosyl phthalate intermediates.

Authors:  Kwan Soo Kim; Dinanath Baburao Fulse; Ju Yuel Baek; Bo-Young Lee; Heung Bae Jeon
Journal:  J Am Chem Soc       Date:  2008-06-04       Impact factor: 15.419

Review 10.  Biological roles of oligosaccharides: all of the theories are correct.

Authors:  A Varki
Journal:  Glycobiology       Date:  1993-04       Impact factor: 4.313
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