Probing the photochemical cross linking of collagen with diazopyruvamides

ORGN 311

Abraham L. Yousef, George T. Timberlake, and Richard S. Givens. Department of Chemistry, University of Kansas, 1251 Wescoe Hall Dr, Malott Hall, Lawrence, KS 66045
The realization of a rapid and efficient method for suture-free tissue welding would provide a dramatic improvement over current post surgical methods used for wound closure in ocular surgery. We recently developed a photoactivated cross linking agent that targets the free amine residues in type I collagen, a protein that makes up roughly 71% of corneal tissue. This bifunctional diazopyruvamide, N,N¢-bis-(3-diazopyruvoyl)-2,2¢-(ethylenedioxy)bis-(ethylamine), was shown to bond gelatin strips together with tensile strengths that on average exceeded 100 N/cm2, stronger than some of the commonly employed nylon suture materials. Tissue samples of rabbit Achilles tendon and bovine corneal tissue have also been welded. These studies will include examination and characterization of the cross linking chemistry and additional examples of diazopyruvoyl cross linkers. The photochemistry of model diazopyruvamides will be employed to probe the mechanisms of the cross linking processes.
 

Materials, Devices, and Switches
8:00 AM-11:20 AM, Tuesday, September 9, 2003 Sheraton New York -- Versailles Ballroom, Oral

Division of Organic Chemistry
The 226th ACS National Meeting, New York, NY, September 7-11, 2003