Synthetic glycoamines that promote or inhibit cell adhesion

C - Chemistry – Metallurgy – 07 – H

Patent

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Details

C07H 5/06 (2006.01) A61K 31/70 (2006.01) A61K 31/7056 (2006.01) C07H 7/02 (2006.01) C07H 13/04 (2006.01) C07H 15/02 (2006.01) C07H 15/04 (2006.01) C07H 15/12 (2006.01)

Patent

CA 2179899

A class of molecules that alter cell adhesion. A cell adhesion affector according to the present invention essentially consists of an amino acid linked to a carbohydrate wherein the amino acid and the carbohydrate are linked to form a compound chosen from the group consisting of Schiff bases, N-glycosides, esters, and Amadori products. The carbohydrate is preferably a monosaccharide or a small oligosaccharide. The carbohydrate and amino acid sub-units may be chemically modified. For example the amino acid may be modified by covalently bonding other groups to the amino group, carboxyl group, or side chain group of the amino acid. The carbohydrate sub-unit is preferably a pentose such as arabinose, xylose, ribose, ribulose, a hexose, such as fructose, deoxyfructose, galactose, glucose, mannose, tagatose, rhamnose, or a disaccharide based on two of the above snch as maltore, lactose, maltulose, or lactulose.

La présente invention concerne une classe de molécules modifiant l'adhérence cellulaire. L'agent de modification d'adhérence cellulaire de la présente invention se compose essentiellement d'un acide aminé comportant une liaison avec un glucide, l'acide aminé et le glucide étant reliés de façon à former un composé appartenant au groupe constitué des bases de Schiff, des N-glycosides, des esters et des produits obtenus par transposition d'Amadori. Le glucide est de préférence un monosaccharide ou un petit oligosaccharide. Les sous-groupes glucide et acide aminé sont chimiquement modifiables. Par exemple, l'acide aminé peut être modifié par liaison covalente d'autres groupes au groupe amino, au groupe carboxyle, ou au groupe à chaînes latérales de l'acide aminé. Le sous-groupe glucide est de préférence un pentose tel que l'arabinose, le xylose, le ribose, le ribulose, un hexose tel que le fructose, le désoxyfructose, le galactose, le glucose, le mannose, le rhamnose ou un disaccharide construit sur deux glucoses tels que le maltose, le lactose, la maltulose ou le lactulose.

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