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Counteracting bioprosthetic calcification
| Details |
Inventors: Levy, Robert J.; Alferiev, Ivan;
Assignee: The Children's Hospital of Philadelphia (Philadelphia, PA)
Primary Examiner: Gupta; Y
Assistant Examiner: Kumar; Preeti
Attorney, Agent or Firm: Caesar, Rivise, Bernstein, Cohen & Pokotilow, Ltd.
Adapting crosslinking with triglycidyl amine (TGA) to incorporate the use of a particular type of anti-calcification agent provides a broad-reaching solution to the problem in vivo bioprosthesis calcification. The anti-calcification agent in question includes a polyphosphonate compound that contains a functional group, which serves as a reaction site between the polyphosphonate and a polyepoxide. The functional group is reactive enough to dominate the reaction between the polyphosphonate and the polyepoxide, thereby excluding the chelating oxygen atoms of polyphosphonate from the reaction, protecting their anti-calcification ability. Furthermore, the high reactivity of the functional group allows the polyphosphonate to attach to the polyepoxide more completely, which improves the calcification resistance of bioprosthetic material with which the polyepoxide is crosslinked. |
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DETAILED DESCRIPTION In response to the need for an improved anti-calcification strategy, the present invention yields bioprosthetic material that is characterized by an enhanced, prolonged resistance to pathologic calcification in vivo.
The invention also provides an anti-calcification agent that can bind to a TGA-crosslinking agent without a loss of overall anti-calcification function.
Furthermore, the present invention contemplates using an anti-calcification agent with TGA-crosslinking, in the context of fabricating or treating bioprosthetic materials, without a substantial decline in anti-calcification activity.
To these ends, the present invention provides a method of treating bioprosthetic material, comprising bringing bioprosthetic tissue into contact with a polyepoxide in the presence of an amino-thiol-containing polyphosphonate, at a temperature and for a period such that said bioprosthetic tissue cross-links with said polyepoxide, and said polyphosphonate covalently binds to the polyepoxide through its thiol group, whereby the bioprosthetic tissue displays anti-calcification properties in vivo.
In further accordance with these and other ends, there is provided a bioprosthetic article that has a polyepoxy crosslinking and a thiol-containing polyphosphonate anti-calcification agent covalently bound through the thiol group thereon according to this method.
In another aspect of this invention, these and other ends are achieved by providing a process of preparing an amino-thiol-containing polyphosphonate, comprising (i) reacting an amino-containing disulfide with a vinylic polyphosphonate to form an amino-disulfide-containing polyphosphonate, and (ii) cleaving the disulfide bond to form an amino-thiol-containing polyphosphonate.
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Manufacturing Materials 
