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US 2016/0106860 A1Published application
Conjugates of a glycoprotein or a glycan with a toxic payload
AssigneeGlykos Finland Oy
InventorsTero SATOMAA, Jari HELIN, Filip S. EKHOLM
Life of this patent
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Abstract
The invention relates to a glycoprotein-toxic payload molecule conjugate, a toxic payload molecule-glycan conjugate, and a pharmaceutical composition. The invention further relates to a method for preparing the glycoprotein-toxic payload molecule conjugate, the method for modulating growth of a cell population and a method of treating tumour cells.
Claims27
A glycoprotein-toxic payload molecule conjugate represented by formula I
- [D-L-G]n-Gp Formula I
- wherein
- Gp is a glycoprotein comprising an N-glycan, wherein the N-glycan comprises a GlcNAc residue bound by a β-N linkage to an asparagine;
- n is an integer from 1 to about 20;
- D is a toxic payload molecule;
- L is a linker group covalently joining G to D;
- and
- G is a saccharide structure represented by formula II
- wherein
- R is a glycosidic bond to the N-glycan or a glycosidic bond to the GlcNAc residue bound by a β-N linkage to an asparagine;
- X1 is H or carboxyl;
- X2, X3 and X4 are each independently OH, H, amino, C2-C6 acylamide, phosphate or sulphate ester, or a bond to L;
- X5 is CH2OH, carboxyl, CH3, H, C1-C3 alkyl or substituted C1-C3 alkyl, or a bond to L;
- with the proviso that one substituent selected from X2, X3, X4 and X5 is a bond to L or bonded via a bond to L;
- and
- with the proviso that when X1 is carboxyl, then X2 is H, X3 is OH, X5 is C1-C3 alkyl or substituted C1-C3 alkyl;
- R is a glycosidic bond to the N-glycan;
- and X4 is a bond to L or X5 is bonded via a bond to L;
- or
- when X1 is H, then R is a glycosidic bond to the N-glycan or to the GlcNAc residue bound by a β-N linkage to an asparagine.
17 more elements
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-44. (canceled)
Dependencies are inferred from the claim text.