Patent · US Expired

Hydroxyphenyl cross-linked macromolecular network and applications thereof

US6982298B2 · kind B2 · utility

35Cited by
6References
48Claims
0Family size

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Key dates

Filing dateJan 8, 2004
Grant dateJan 3, 2006
Priority date
Expiry dateJan 8, 2024

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC08L101/14
  • WIPO fieldPharmaceuticals
  • WIPO sectorChemistry

Abstract

A dihydroxyphenyl cross-linked macromolecular network is provided that is useful in artificial tissue and tissue engineering applications, such as artificial or synthetic cartilage. The network is made by first providing a polyamine or polycarboxylate macromolecule (having a plurality of amine or carboxylic acid groups respectively attached along the length of the molecule), reacting this macromolecule with a hydroxyphenyl compound having a free carboxylic acid group in the case of a polyamine or a free primary amine group in the case of a polycarboxylate, and substituting the hydroxyphenyl compound onto the macromolecule via a carbodiimide-mediated reaction pathway to provide a hydroxyphenyl-substituted macromolecule. This macromolecule is then linked to other such macromolecules via an enzyme catalyzed dimerization reaction between two hydroxyphenyl groups attached respectively to different macromolecules under metabolic conditions of temperature and pH. In a preferred embodiment, the macromolecular network is made up of tyramine-substituted hyaluronan molecules that are linked by dityramine bonds to provide a stable, coherent hydrogel with desired physical properties. A method o…

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.