IP Library Granted Patent US 8,618,333
Granted Patent B2
US 8,618,333 · App. 13/175,820 · Granted Dec 31, 2013

Reagents and method for conjugating biological molecules

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Quick Facts
Patent No.
US 8,618,333
App. No.
13/175,820
Granted
Dec 31, 2013
Kind
B2
Abstract

A compound of the general formula X-[Q-W—(CH═CH) n —(CH 2 ) 2 -L] m (I) in which X represents a polymer; Q represents a linking group; W represents an electron-withdrawing group; n represents 0 or an integer of from 1 to 4; L represents a leaving group; and m represent an integer of from 1 to 8. The compounds find use in the conjugation of biological molecules.

Claims (11)

1. A process for the conjugation of a molecule containing a thiol or amino group to a polymer, which comprises reacting said molecule with a compound of the general formula:

X—[NH—CO—Ar—W—(CH═CH) n —CH═CH 2 ] m   (Va)

in which X represents a polymer; W represents a keto group; n represents 0 or an integer of from 1 to 4; m represents an integer of from 1 to 8; and Ar represents an unsubstituted or substituted aryl group.

2. A process as claimed in claim 1 , in which X is a polyalkylene glycol, polyvinylpyrrolidone, polyacrylate, polymethacrylate, polyoxazoline, polyvinylalcohol, polyacrylamide, polymethacrylamide, HPMA copolymer, polyester, polyacetal, poly(ortho ester), polycarbonate, poly(imino carbonate), polyamide, copolymer of divinylether-maleic anhydride and styrene-maleic anhydride, polysaccharide, or protein.

3. A process as claimed in claim 2 , in which X is a polyalkylene glycol.

4. A process as claimed in claim 3 , in which X is a polyethylene glycol.

5. A process as claimed in claim 1 , in which n is 0.

6. A process as claimed in claim 1 , in which Ar represents a phenyl group optionally substituted by one or more of the same or different substituents selected from the group consisting of alkyl, —CN, —NO 2 , —CO 2 R, —COH, —CH 2 OH, —COR, —OR, —OCOR, —OCO 2 R, —SR, —SOR, —SO 2 R, —NHCOR, —NRCOR, —NHCO 2 R, —NR.CO 2 R, —NO, —NHOH, —NR.OH, —C═N—NHCOR, —C═N—NR.COR, —N + R 3 , —NH 3 , —N + HR 2 , —N + H 2 R, halogen, —C≡CR, —C═CR 2 and —C═CHR, in which each R independently represents a hydrogen atom or an alkyl, aryl, or alkyl-aryl group.

7. A process as claimed in claim 6 , in which Ar represents a phenyl group.

8. A process as claimed in claim 1 , in which said molecule is a peptide or a protein.

9. A process as claimed in claim 1 , in which the compound of formula V has the formula:

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded May 7, 2021
From: OXFORD FINANCE LLC,
To: ABZENA (UK) LIMITED (F/K/A POLYTHERICS LIMITED); ABZENA (CAMBRIDGE) LIMITED
Reel/Frame 056174/0440 →
SECURITY INTEREST Recorded Aug 15, 2019
From: ABZENA (UK) LIMITED (F/K/A POLYTHERICS LIMITED); ABZENA (CAMBRIDGE) LIMITED
To: OXFORD FINANCE LLC, AS COLLATERAL AGENT AND AS A LENDER
Reel/Frame 050071/0600 →
CHANGE OF NAME Recorded Jul 25, 2019
From: POLYTHERICS LIMITED
To: ABZENA (UK) LIMITED
Reel/Frame 049860/0743 →