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Protein-polymer conjugates

A conjugate and protein technology, applied in the field of protein-polymer conjugates, can solve the problems of low water solubility and short protein half-life

Active Publication Date: 2013-11-20
PHARMAESSENTIA CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, there are still major obstacles
Most proteins are susceptible to proteolytic degradation and thus have a short half-life in the circulation
Other disadvantages include low water solubility and induction of neutralizing antibodies

Method used

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  • Protein-polymer conjugates
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Experimental program
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preparation example Construction

[0087] Preparation of diPEG aldehyde

[0088]

[0089] Su = succinimidyl

[0090] 20 kD PEGO(C=O)OSu was prepared from 20 kD mPEGOH purchased from SunBio Inc., CA, USA according to the method described in Bioconjugate Chem. 1993, 4, 568-569.

[0091] To a flask containing 20 kD PEGO(C=O)OSu (1.72 g, 86.0 μmol) was added 6-(1,3-dioxolan-2-yl)hexane-1,5-diamine in dichloromethane (11.97g solution contains 9.03mg diamine, 47.8μmol). After complete dissolution of PEGO(C=O)OSu, N,N-diisopropylethylamine (79 μL, 478 μmol) was added. The reaction mixture was stirred at room temperature for 24 hours, then methyl tert-butyl ether (200 mL) was added dropwise with stirring. The resulting precipitate was collected and dried under vacuum to give the diPEG acetal as a white solid (1.69 g, 98%).

[0092] 1 H NMR (400MHz, d 6 -DMSO) δ7.16(t, J=5.2Hz, 1H), 7.06(d, J=8.8Hz, 1H), 4.76(t, J=4.8Hz, 1H), 4.10-3.95(m, 4H), 1.80-1.65 (m, 1H), 1.65-1.50 (m, 1H), 1.48-1.10 (m, 6H).

[0093]...

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Abstract

Protein-polymer conjugates are described. Also described are a method for preparing a protein-polymer conjugate and its use in treating hepatitis B virus or hepatitis C virus infection.

Description

technical field [0001] The present invention relates to protein-polymer conjugates, and more particularly to conjugates comprising one or more polymer moieties, protein moieties and linkers. The invention also relates to methods for the preparation of said protein-polymer conjugates and their use in the treatment of hepatitis B virus infection or hepatitis C virus infection. Background technique [0002] Advances in cell biology and recombinant protein technology have led to the development of protein therapeutics. [0003] However, there are still major obstacles. Most proteins are susceptible to proteolytic degradation and thus have a short half-life in the circulation. Other disadvantages include low water solubility and induction of neutralizing antibodies. [0004] The attachment of polymers such as polyethylene glycol (PEG) to proteins hinders the access of proteolytic enzymes to the protein backbone, resulting in increased protein stability. Additionally, it incre...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07K14/56C07K14/61C07K14/505C07K1/107A61K38/21A61K38/27A61K38/18A61P31/20A61P31/14A61P1/16
CPCA61K47/48215A61K47/60A61P1/16A61P31/00A61P31/12A61P31/14A61P31/20A61K47/50A61K38/21C07K17/08
Inventor 林国钟
Owner PHARMAESSENTIA CORP
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