Zwitterionic polymer bioconjugates and related methods

• US 10,130,716 B2
• Filed: 10/29/2014
• Issued: 11/20/2018
• Est. Priority Date: 11/06/2009
• Status: Active Grant

• Current Assignee: University of Washington
• Original Assignee: University of Washington
• Inventors: Jiang, Shaoyi, Keefe, Andrew, Xue, Hong
• Primary Examiner(s): Pipic, Alma
• Application Number:
  US14/526,846
• Publication Number:
  US 20150157732A1
• Time in Patent Office: 1,483 Days
• CPC Class Codes: A61K 38/4826 Trypsin (3.4.21.4) Chymotrypsin (3.4.21.1)
• CPC Class Codes: A61K 47/58 obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. poly[meth]acrylate, polyacrylamide, polystyrene, polyvinylpyrrolidone, polyvinylalcohol or polystyrene sulfonic acid resin
• CPC Class Codes: C12Y 304/21001 Chymotrypsin (3.4.21.1)

Abstract

Zwitterionic polymer and mixed charge copolymer bioconjugates, methods for making and using the bioconjugates.

Claims

1. A zwitterionic polymer bioconjugate comprising one or more zwitterionic polymers covalently coupled to a biomolecule, wherein at least one of the zwitterionic polymers is a carboxybetaine, and wherein the biomolecule is an enzyme, a hormone, a cytokine, or a growth factor.

2. The bioconjugate of claim 1, wherein the zwitterionic polymer comprises a plurality of repeating units, each repeating unit having the formula:

3. The bioconjugate of claim 2, wherein R₁, R₂, and R₃ are independently selected from the group consisting of C1-C3 alkyl.

4. The bioconjugate of claim 2, wherein L₁ is selected from the group consisting of —

C(═

O)O—

(CH₂)_n′

— and

—

C(═

O)NH—

(CH₂)_n′

—

, wherein n′

is an integer from 1 to 20.

5. The bioconjugate of claim 2, wherein L₂ is —

(CH₂)_n″

—

, where n″

is an integer from 1 to 20.

6. A composition, comprising the bioconjugate of claim 1 and a pharmaceutically accepted carrier or diluent.

7. The bioconjugate of claim 1, wherein the bioconjugate of the biomolecule has increased thermal stability relative to unconjugated form of the biomolecule.