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US 9,868,791 B2Granted
Methods of preparation of conjugates
AssigneeImmunoGen, Inc.
InventorsNathan Elliott Fishkin, Michael Louis Miller, Wei Li, Rajeeva Singh
Life of this patent
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Abstract
The present invention is directed to methods of preparing a conjugate of a cell-binding agent and a drug (such as a cytotoxic compound). The methods comprise the use of an imine reactive compound to enable efficient conjugations of cytotoxic compounds with cell binding agents.
Claims12
A method for preparing a conjugate represented by the following formula:
- or a pharmaceutically acceptable salt thereof, the method comprising:
- a) reacting a modified cytotoxic compound with a bifunctional crosslinking agent to form a second modified cytotoxic compound, wherein the modified cytotoxic compound is represented by the following formula:
- or a pharmaceutically acceptable salt thereof;
- the bifunctional crosslinking agent is N-succinimidyl-4-(2-pyridyldithio)2-sulfo butanoate (sulfo-SPDB);
- and the second modified cytotoxic compound is represented by the following formula:
- or a pharmaceutically acceptable salt thereof;
- and
- b) reacting the second modified cytotoxic compound with an antibody at a pH of about 4 to about 9, to form the conjugate, wherein r is an integer from 1 to 10, Y is —SO3M, and M is H, Na or K.
5 more elements
Dependencies are inferred from the claim text.