Antifreeze glycoprotein analogues and uses thereof

C - Chemistry – Metallurgy – 07 – K

Patent

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C07K 9/00 (2006.01) A01N 1/02 (2006.01) C07H 7/00 (2006.01) C07H 15/00 (2006.01) C09K 3/18 (2006.01) C09K 5/20 (2006.01)

Patent

CA 2653153

An antifreeze glycoprotein comprising at least one C-linked saccharide according to the following general formula: (see formula I) wherein X is nitrogen, sulfur, carbon or (CR1R2)n S=O wherein n is 0, 1, 2 or 3, Y is carbon, nitrogen, sulfur or oxygen, R1 is hydrogen, methyl, fluorine, a carbohydrate, or a hydroxy chain, R2 is hydrogen, methyl, fluorine, a carbohydrate or a hydroxy chain, R3 to R6 independently represent an alkyl chain, a hydroxy group, a dimethyl sulfoxy group, a carbohydrate or an ether, R7 is ornithine, lysine, an alkyl chain, a pyridyl group or a heterocycle; and R8 is hydrogen, fluorine a carbohydrate or a hydroxy or methoxy group. Such antifreeze glycoprotein analogues are useful recrystallization inhibitors and may be used as a cryoprotectant for tissue preservation and transplantation, improving the texture of processed frozen food and frozen meats, frostbite protection, crop protection, and green alternatives for land vehicle antifreeze and aircraft de-icing.

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