Glycoproteins and glycosylated cells and a method for the...

C - Chemistry – Metallurgy – 07 – K

Patent

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C07K 1/107 (2006.01) A61K 47/48 (2006.01) C07K 14/62 (2006.01) C07K 14/765 (2006.01)

Patent

CA 2700587

The present application discloses novel glycoproteins and a related glycosylcarbamoylation methodology suitable for the preparation of glycopeptides (in particular glycoproteins and glycosylated cells), as well as the use of such glycoproteins in medicine, e.g. as pharmaceuticals and diagnostics or in diagnostic kits. The method for the preparation of a carbohydrate-peptide conjugate comprises reacting a cyclic carbamate (1) (wherein R3 and R4 are hydroxyl, acetamido, or a carbohydrate moiety; and R5 is hydrogen, methyl, hydroxymethyl, acetamidomethyl, carboxyl, or X-(CH2)r-, wherein X is a carbohydrate moiety and r is an integer selected from 0, 1, 2 and 3) with a peptide comprising at least one primary amino group.

La présente invention concerne de nouvelles glycoprotéines et une méthode de glycosylcarbamoylation afférente convenant à la préparation de glycopeptides (en particulier des glycoprotéines et des cellules glycosylées), ainsi que l'utilisation de ces glycoprotéines en médecine, par exemple en tant que produits pharmaceutiques et produits diagnostiques ou dans des trousses de diagnostic. La méthode de préparation d'un conjugué glucide-peptide consiste à faire réagir un carbamate cyclique (1) (dans lequel R3 et R4 représentent des groupes hydroxyle, acétamido, ou un résidu glucidique ; et R5 représente un hydrogène, un groupe méthyle, hydroxyméthyle, acétamidométhyle, carboxyle, ou X-(CH2)r-, X représentant un résidu glucidique et r un entier choisi parmi 0, 1, 2 et 3) avec un peptide contenant au moins un groupe amino primaire.

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