Literature DB >> 22660966

AuBr(3) mediated glycosidations: synthesis of tetrasaccharide motif of the Leishmania donovani lipophosphoglycan.

Gopalsamy Sureshkumar1, Srinivas Hotha.   

Abstract

Tetrasaccharide cap present in lipophosphoglycan of the Leishmania donovani responsible for visceral Leishmaniaisis is synthesized as a fully protected propargyl glycoside. AuBr(3) mediated selective glycosylation of propargyl 1,2-orthoester in the presence of propargyl glycoside is employed as a key step to obtain propargyl containing oligomers. Further, propargyl tetrasaccharide is connected with a long chain hydrocarbon containing azidothiol functionality situated at two terminal ends via 'click' reaction.

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Year:  2012        PMID： 22660966     DOI： 10.1007/s10719-012-9400-7

Source DB:  PubMed          Journal:  Glycoconj J        ISSN： 0282-0080            Impact factor:   2.916


  35 in total

Review 1.  Metacyclogenesis in Leishmania promastigotes.

Authors:  D L Sacks
Journal:  Exp Parasitol       Date:  1989-07       Impact factor: 2.011

Review 2.  Glycosylated-phosphatidylinositols as virulence factors in Leishmania.

Authors:  M J McConville
Journal:  Cell Biol Int Rep       Date:  1991-09

Review 3.  The glycosyl-phosphatidylinositol anchor of membrane proteins.

Authors:  M G Low
Journal:  Biochim Biophys Acta       Date:  1989-12-06

4.  An efficient and stereoselective synthesis of beta-D-Arap-(1-->2)-beta-D-Galp-(1-->3)-beta-D-Galp-(1-->4)-alpha-D-Manp, a tetrasaccharide fragment of Leishmania major lipophosphoglycan.

Authors:  D V Yashunsky; A P Higson; A J Ross; A V Nikolaev
Journal:  Carbohydr Res       Date:  2001-12-07       Impact factor: 2.104

Review 5.  The structure and biosynthesis of glycosyl phosphatidylinositol protein anchors.

Authors:  P T Englund
Journal:  Annu Rev Biochem       Date:  1993       Impact factor: 23.643

6.  Synthetic fragments of antigenic lipophosphoglycans from Leishmania major and Leishmania mexicana and their use for characterisation of the Leishmania elongating alpha-D-mannopyranosylphosphate transferase.

Authors:  Adrian P Higson; Andrew J Ross; Yury E Tsvetkov; Françoise H Routier; Olga V Sizova; Michael A J Ferguson; Andrei V Nikolaev
Journal:  Chemistry       Date:  2005-03-18       Impact factor: 5.236

Review 7.  Leishmaniasis.

Authors:  B L Herwaldt
Journal:  Lancet       Date:  1999-10-02       Impact factor: 79.321

8.  Efficient synthesis of the antigenic phosphoglycans of the Leishmania parasite.

Authors:  D Ruhela; R A Vishwakarma
Journal:  Chem Commun (Camb)       Date:  2001-10-07       Impact factor: 6.222

9.  Synthesis of alpha-D-Galp-(1-->3)-beta-D-Galf-(1-->3)-D-man, a terminal trisaccharide of Leishmania type-2 glycoinositolphospholipids.

Authors:  Lucia Gandolfi-Donadio; Carola Gallo-Rodriguez; Rosa M de Lederkremer
Journal:  J Org Chem       Date:  2002-06-28       Impact factor: 4.354

10.  A facile protocol for direct conversion of unprotected sugars into phenyl 4,6-O-benzylidene-per-O-acetylated-1,2-trans-thioglycosides.

Authors:  Kim Larsen; Carl Erik Olsen; Mohammed Saddik Motawia
Journal:  Carbohydr Res       Date:  2003-01-20       Impact factor: 2.104
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  1 in total

1.  Gold-catalyzed glycosidation for the synthesis of trisaccharides by applying the armed-disarmed strategy.

Authors:  Abhijeet K Kayastha; Srinivas Hotha
Journal:  Beilstein J Org Chem       Date:  2013-10-18       Impact factor: 2.883
  1 in total

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