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© Valérie Choumet
Mosquitoes were orally infected with the chikungunya virus. Midguts were dissected at day 5 post-infection, fixed and permeabilised. Virus is shown in red (anti-E2 protein, cyanine 3), the actin network in green (phalloidin 548) and nuclei in blue (DAPI).
Publication : Tetrahedron

Synthesis of branched tri- to pentasaccharides representative of fragments of Shigella flexneri serotypes 3a and/or X O-antigens

Team: Chemistry of Biomolecules
Member: Laurence Mulard
Member: Catherine Guerreiro Inverno
Scientific Fields
Diseases
Organisms
Applications
Technique

Published in Tetrahedron - 03 Sep 2008

Boutet J, Guerreiro C, Mulard LA

Tetrahedron 2008; 64: 10558-72

Fragments of the {2)-[a-D-Glcp-(1/3)]-a-L-Rhap-(1/2)-a-L-Rhap-(1/3)-[Ac/2]-a-L-Rhap-(1/3)-b-D-GlcpNAc-(1/}n ((E)ABAcCD)n polymer were synthesized. D(E)A, CD(E)A, AcCD(E)A were obtained according to a linear strategy, whereas BCD(E)A and BAcCD(E)A were derived from the condensation of appropriate BC and D(E)A building blocks. Oligosaccharides were synthesized as their propyl glycoside, relying on (i) the efficient trichloroacetimidate chemistry, (ii) a common EA allyl glycoside, and (iii) a 2-
trichloroacetamido-D-glucopyranose precursor to residue D. Final Pd/C-mediated deprotection, run under a high pressure of hydrogen, ensured O-acetyl stability. All targets are parts of the O-antigen of Shigella flexneri 3a, a prevalent serotype. Non-O-acetylated oligosaccharides are shared by the S. flexneri serotype X O-antigen.