Glycoconjugates and use thereof as vaccine against <i>Shigella flexneri </i>serotype 3a and X

摘要

The present invention relates to compounds derived from sugars which reproduce the epitopes of Shigella flexneri serotypes 3a and X and to the use thereof for the preparation of vaccine compositions. More specifically, the subject matter of the present invention relates to novel glycoconjugated compounds comprising oligosaccharides or polysaccharides described hereinafter, to the method for synthesizing these oligosaccharides or polysaccharides and glycoconjugates, to derivatives of these oligosaccharides or polysaccharides, to compositions containing same, and also to the use of the glycoconjugates for vaccination purposes. Finally, the present invention relates to methods for diagnosing a Shigella flexneri infection using one or more oligosaccharides or polysaccharides or conjugates thereof.

主权项

1. A conjugate specific to Shigella flexneri of serotype 3a and/or X, consisting of at least one saccharide selected from the group consisting of:
(X)x-{D(E)A}n-(Y)y (X)x-{(E)AB}n—(Y)y (X)x-{CD(E)A}n-(Y)y (X)x-{D(E)AB}n—(Y)y (X)x-{(E)ABC}n—(Y)y (X)x-{BCD(E)A}n-(Y)y (X)x-{CD(E)AB}n—(Y)y (X)x-{D(E)ABC}n—(Y)y (X)x-{(E)ABCD}n—(Y)y,in which:
A represents a residue α-L-Rhap-(1,2), B represents a residue α-L-Rhap-(1,3), C represents a residue α-L-Rhap-(1,3) or a residue [2-O-acetyl] α-L-Rhap-(1,3), D represents a residue β-D-GlcNAcp-(1,2) and E represents a residue α-D-Glcp-(1,3), x and y represent independently 0 or 1, X and Y represent a mono-, di- or oligosaccharide and are selected independently from the group consisting of A, B, C, D, E, AB, BC, CD, DA, (E)A, ABC, BCD, CDA, DAB, (E)AB, D(E)A, ABCD, BCDA, CDAB, DABC, (E)ABC, D(E)AB, CD(E)A, (E)ABCD, D(E)ABC, CD(E)AB and BCD(E)A, X and Y are such that the sequence of the group -ABCD- is always conserved, and n is an integer between 1 and 10 said oligo- or polysaccharide being bound to a substrate molecule M, wherein M is selected from the group consisting of proteins, peptides, polylactic acids, polyglycolic acids, lipid aggregates and inactivated viral particles.