48
Views
27
CrossRef citations to date
0
Altmetric
Original Articles

Linear Synthesis of the Methyl Glycosides of Tetra- and Pentasaccharide Fragments Specific for the Shigella flexneri Serotype 2a O-Antigen

Pages 1131-1150 | Published online: 27 Feb 2008

Keep up to date with the latest research on this topic with citation updates for this article.

Read on this site (2)

Articles from other publishers (25)

Jyun‐Siao Chen, Kai‐Min Zhang, Yi‐Fan Ke, Hsiao‐Lin Hsu, De‐Cian Liou, Ching‐Hsien Chen, Chia‐Yang Kou, Wei‐Chung Yen, Hsin‐Ru Wu, Chien‐Sheng Chen & Shun‐Yuan Luo. (2023) Utilizing a Mild and Effective Catalyst, Alum (KAl(SO 4 ) 2 ⋅12H 2 O), for Carbohydrate Protection . Asian Journal of Organic Chemistry.
Crossref
Jyun-Siao Chen, Tai-Chung Lo, Ya-Chi Hsieh, Ching-Hsien Chen, Michelle Lin, Heng-Yan Lin, Ming-Wei Hung, Hsin-Ru Wu & Shun-Yuan Luo. (2023) Utilizing Reusable Catalyst Phosphotungstic Acid for the Synthesis of Thioglycoside from Per- O -acetyl Saccharides with Microwave-Assisted and De- O -acetylation with Methanol . ACS Omega.
Crossref
Chunjun Qin, Lingxin Li, Guangzong Tian, Meiru Ding, Shengyong Zhu, Wuqiong Song, Jing Hu, Peter H. Seeberger & Jian Yin. (2022) Chemical Synthesis and Antigenicity Evaluation of Shigella dysenteriae Serotype 10 O-Antigen Tetrasaccharide Containing a ( S )-4,6- O -Pyruvyl Ketal . Journal of the American Chemical Society 144:46, pages 21068-21079.
Crossref
R.T. Nasibullin, R.R. Valiev, K.M. Faiskanova, E.V. Stepanova, V.N. Cherepanov, V.D. Filimonov & D. Sundholm. (2019) Deacetylation of per-acetatylated glycopyranosides: An overall pattern for acidic catalyzis. Chemical Physics Letters 723, pages 123-127.
Crossref
Gao‐Lan Zhang & Xin‐Shan Ye. (2018) Synthetic Glycans and Glycomimetics: A Promising Alternative to Natural Polysaccharides. Chemistry – A European Journal 24:26, pages 6696-6704.
Crossref
Robert M. F. van der Put, Tae Hee Kim, Catherine Guerreiro, Françoise Thouron, Peter Hoogerhout, Philippe J. Sansonetti, Janny Westdijk, Michiel Stork, Armelle Phalipon & Laurence A. Mulard. (2016) A Synthetic Carbohydrate Conjugate Vaccine Candidate against Shigellosis: Improved Bioconjugation and Impact of Alum on Immunogenicity. Bioconjugate Chemistry 27:4, pages 883-892.
Crossref
Charles Gauthier, Pierre Chassagne, François-Xavier Theillet, Catherine Guerreiro, Françoise Thouron, Farida Nato, Muriel Delepierre, Philippe J. Sansonetti, Armelle Phalipon & Laurence A. Mulard. (2014) Non-stoichiometric O-acetylation of Shigella flexneri 2a O-specific polysaccharide: synthesis and antigenicity. Org. Biomol. Chem. 12:24, pages 4218-4232.
Crossref
Pierre Chassagne, Carolina Fontana, Catherine Guerreiro, Charles Gauthier, Armelle Phalipon, Göran Widmalm & Laurence A. Mulard. (2013) Structural Studies of the O -Acetyl-Containing O-Antigen from a Shigella flexneri Serotype 6 Strain and Synthesis of Oligo­saccharide Fragments Thereof . European Journal of Organic Chemistry 2013:19, pages 4085-4106.
Crossref
François-Xavier Theillet, Martin Frank, Brigitte Vulliez-Le Normand, Catherine Simenel, Sylviane Hoos, Alain Chaffotte, Frédéric Bélot, Catherine Guerreiro, Farida Nato, Armelle Phalipon, Laurence A Mulard & Muriel Delepierre. (2011) Dynamic aspects of antibody:oligosaccharide complexes characterized by molecular dynamics simulations and saturation transfer difference nuclear magnetic resonance. Glycobiology 21:12, pages 1570-1579.
Crossref
Laura Morelli, Laura Poletti & Luigi Lay. (2011) Carbohydrates and Immunology: Synthetic Oligosaccharide Antigens for Vaccine Formulation. European Journal of Organic Chemistry 2011:29, pages 5723-5777.
Crossref
Julien Boutet, Catherine Guerreiro & Laurence A. Mulard. (2009) Efficient Synthesis of Six Tri- to Hexasaccharide Fragments of Shigella flexneri Serotypes 3a and/or X O-Antigen, Including a Study on Acceptors Containing N -Trichloroacetylglucosamine versus N -Acetylglucosamine . The Journal of Organic Chemistry 74:7, pages 2651-2670.
Crossref
Armelle Phalipon, Myriam Tanguy, Cyrille Grandjean, Catherine Guerreiro, Frédéric Bélot, Dani Cohen, Philippe J. Sansonetti & Laurence A. Mulard. (2009) A Synthetic Carbohydrate-Protein Conjugate Vaccine Candidate against Shigella flexneri 2a Infection . The Journal of Immunology 182:4, pages 2241-2247.
Crossref
Feng Cai, Baolin Wu & David Crich. 2009. Advances in Carbohydrate Chemistry and Biochemistry Volume 62. Advances in Carbohydrate Chemistry and Biochemistry Volume 62 251 309 .
Julien Boutet & Laurence A. Mulard. (2008) Synthesis of Two Tetra- and Four Pentasaccharide Fragments of Shigella flexneri Serotypes 3a and X O-Antigens from a Common Tetrasaccharide Intermediate . European Journal of Organic Chemistry 2008:33, pages 5526-5542.
Crossref
Armelle Phalipon, Laurence A. Mulard & Philippe J. Sansonetti. (2008) Vaccination against shigellosis: is it the path that is difficult or is it the difficult that is the path?. Microbes and Infection 10:9, pages 1057-1062.
Crossref
Gregor Lemanski & Thomas Ziegler. (2006) Synthesis of Pentasaccharide Fragments Related to theO-Specific Polysaccharide ofShigella flexneri Serotype 1a. European Journal of Organic Chemistry 2006:11, pages 2618-2630.
Crossref
Armelle Phalipon, Corina Costachel, Cyrille Grandjean, Audrey Thuizat, Catherine Guerreiro, Myriam Tanguy, Farida Nato, Brigitte Vulliez-Le Normand, Frédéric Bélot, Karen Wright, Véronique Marcel-Peyre, Philippe J. Sansonetti & Laurence A. Mulard. (2006) Characterization of Functional Oligosaccharide Mimics of the Shigella flexneri Serotype 2a O-Antigen: Implications for the Development of a Chemically Defined Glycoconjugate Vaccine . The Journal of Immunology 176:3, pages 1686-1694.
Crossref
Laurence A Mulard & Catherine Guerreiro. (2004) Total synthesis of a tetra- and two pentasaccharide fragments of the O-specific polysaccharide of Shigella flexneri serotype 2a. Tetrahedron 60:11, pages 2475-2488.
Crossref
Frédéric Bélot, Karen Wright, Corina Costachel, Armelle Phalipon & Laurence A. Mulard. (2004) Blockwise Approach to Fragments of the O-Specific Polysaccharide of Shigella f lexneri Serotype 2a:  Convergent Synthesis of a Decasaccharide Representative of a Dimer of the Branched Repeating Unit 1 . The Journal of Organic Chemistry 69:4, pages 1060-1074.
Crossref
Karen Wright, Catherine Guerreiro, Isabelle Laurent, Françoise Baleux & Laurence A. Mulard. (2004) Preparation of synthetic glycoconjugates as potential vaccines against Shigella flexneri serotype 2a disease. Org. Biomol. Chem. 2:10, pages 1518-1527.
Crossref
Balaram Mukhopadhyay & Nirmolendu Roy. (2003) Synthesis of the pentasaccharide related to the repeating unit of the antigen from Shigella dysenteriae type 4 in the form of its methyl ester 2-(trimethylsilyl)ethyl glycoside. Carbohydrate Research 338:7, pages 589-596.
Crossref
Frédéric Bélot, Corina Costachel, Karen Wright, Armelle Phalipon & Laurence A. Mulard. (2002) Synthesis of the methyl glycoside of a branched octasaccharide fragment specific for the Shigella flexneri serotype 2a O-antigen. Tetrahedron Letters 43:46, pages 8215-8218.
Crossref
Fabienne Segat-Dioury & Laurence A. Mulard. (2002) Convergent synthesis of the methyl glycosides of a tetra- and a pentasaccharide fragment of the Shigella flexneri serotype 2a O-specific polysaccharide. Tetrahedron: Asymmetry 13:20, pages 2211-2222.
Crossref
Laurence A Mulard, Marie-Jeanne Clément, Fabienne Segat-Dioury & Muriel Delepierre. (2002) Synthesis and NMR study of a linear pentasaccharide fragment of the Shigella flexneri 5a O-specific polysaccharide. Tetrahedron 58:13, pages 2593-2604.
Crossref
Corina Costachel, Philippe J. Sansonetti & Laurence A. Mulard. (2010) ChemInform Abstract: Synthesis of Ligands Related to the O‐Specific Polysaccharides of Shigella flexneri Serotype 2a and Shigella flexneri Serotype 5a. Part 5. Linear Synthesis of the Methyl Glycosides of Tetra‐ and Pentasaccharide Fragments Specific for the Shigella flexneri Serotype 2a O‐Antigen.. ChemInform 32:14.
Crossref

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.