Literature DB >> 16275067

Synthesis of the tetrasaccharide side chain of the major glycoprotein of the Bacillus anthracis exosporium.

Rina Saksena1, Roberto Adamo, Pavol Kovác.   

Abstract

An alpha-glycoside of the tetrasaccharide sequence beta-Ant-(1-->3)-alpha-l-Rhap-(1-->3)-alpha-l-Rhap-(1-->2)-alpha-l-Rhap whose aglycon allows conjugation to suitable carriers was synthesized. The NMR characteristics of the compound are virtually identical with those of the alpha-anomer of the tetrasaccharide isolated from the major glycoprotein of the Bacillus anthracis exosporium. Thus, the correct structure of the natural product has been proven by chemical synthesis.

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Year:  2005        PMID： 16275067     DOI： 10.1016/j.bmcl.2005.10.056

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  10 in total

1.  Conjugate Vaccines from Bacterial Antigens by Squaric Acid Chemistry: A Closer Look.

Authors:  Peng Xu; Meagan Kelly; Willie F Vann; Firdausi Qadri; Edward T Ryan; Pavol Kováč
Journal:  Chembiochem       Date:  2017-03-23       Impact factor: 3.164

2.  Identification of an African Bacillus anthracis lineage that lacks expression of the spore surface-associated anthrose-containing oligosaccharide.

Authors:  Marco Tamborrini; Mark Bauer; Miriam Bolz; Angaya Maho; Matthias A Oberli; Daniel B Werz; Esther Schelling; Jakob Zinsstag; Peter H Seeberger; Joachim Frey; Gerd Pluschke
Journal:  J Bacteriol       Date:  2011-05-13       Impact factor: 3.490

3.  De novo asymmetric synthesis of oligo-rhamno di- and tri-saccharides related to the anthrax tetrasaccharide.

Authors:  Hua-Yu Leo Wang; Haibing Guo; George A O'Doherty
Journal:  Tetrahedron       Date:  2013-04-22       Impact factor: 2.457

4.  Anthrax spore detection by a luminex assay based on monoclonal antibodies that recognize anthrose-containing oligosaccharides.

Authors:  Marco Tamborrini; Marcelle Holzer; Peter H Seeberger; Nadia Schürch; Gerd Pluschke
Journal:  Clin Vaccine Immunol       Date:  2010-07-21

5.  Synthesis of the antigenic tetrasaccharide side chain from the major glycoprotein of Bacillus anthracis exosporium.

Authors:  David Crich; Olga Vinogradova
Journal:  J Org Chem       Date:  2007-07-28       Impact factor: 4.354

6.  Development of antibodies against anthrose tetrasaccharide for specific detection of Bacillus anthracis spores.

Authors:  Andrea Kuehn; Pavol Kovác; Rina Saksena; Norbert Bannert; Silke R Klee; Heidrun Ranisch; Roland Grunow
Journal:  Clin Vaccine Immunol       Date:  2009-09-30

7.  Anthrose biosynthetic operon of Bacillus anthracis.

Authors:  Shengli Dong; Sylvia A McPherson; Li Tan; Olga N Chesnokova; Charles L Turnbough; David G Pritchard
Journal:  J Bacteriol       Date:  2008-02-01       Impact factor: 3.490

8.  Immunogens related to the synthetic tetrasaccharide side chain of the Bacillus anthracis exosporium.

Authors:  Rina Saksena; Roberto Adamo; Pavol Kovác
Journal:  Bioorg Med Chem       Date:  2007-03-23       Impact factor: 3.641

9.  Structure-Immunogenicity Relationship of α- and β-Tetrasaccharide Glycoforms from Bacillus anthracis Exosporium and Fragments Thereof.

Authors:  Riccardo De Ricco; Christy L Ventura; Filippo Carboni; Rina Saksena; Pavol Kováč; Roberto Adamo
Journal:  Molecules       Date:  2018-08-20       Impact factor: 4.411

Review 10.  Emerging facets of prokaryotic glycosylation.

Authors:  Christina Schäffer; Paul Messner
Journal:  FEMS Microbiol Rev       Date:  2016-08-26       Impact factor: 16.408
  10 in total

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