Modified saccharides, conjugates thereof, and their manufacture

C - Chemistry – Metallurgy – 07 – H

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C07H 13/12 (2006.01) A61K 39/095 (2006.01) A61K 39/385 (2006.01) A61P 31/04 (2006.01) A61P 37/04 (2006.01) C07H 7/00 (2006.01) C07H 11/04 (2006.01) C07H 13/02 (2006.01) C07K 2/00 (2006.01) C07K 14/195 (2006.01) C07K 14/34 (2006.01) C08G 79/04 (2006.01)

Patent

CA 2497167

Saccharide-protein conjugates having a new type of linker are described. The conjugates comprising the new linker are prepared from modified saccharides comprising a moiety of the formula (I): -A-N(R1)-L-M wherein: A is a bond, - C(O)- or -OC(O)-; Rl is selected from H or C1-C6 alkyl; L is a C1-C12 alkylene group; and M is a masked aldehyde group. The new linker is especially useful for preparing conjugates of Neisseria meningitidis serogroup A saccharide. Conjugates having this new linker have improved immunogenicity compared to other types of conjugates.

L'invention concerne des conjugués de saccharide-protéine ayant un nouveau type de lieur. Les conjugués comprenant le nouveau lieur sont préparés à partir de saccharides modifiés comprenant une fraction de la formule (I) : -A-N(R?1¿)-L-M, dans laquelle : A représente une liaison, -C(O)- ou -OC(O)-; Rl est choisi entre H ou alkyle C¿1?-C¿6 ?; L représente un groupe alkylène C¿1?-C¿12 ?; et M représente un groupe aldéhyde masqué. Le nouveau lieur est particulièrement utile à la préparation de conjugués de <i>Neisseria meningitidis</i> saccharide du sérogroupe A. Les conjugués ayant ce nouveau lieur présentent une immunogénicité améliorée comparés à d'autres types de conjugués.

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