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Journal of Bioactive and Compatible Polymers
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Synthesis of Copoly(amino acids) as Potential Biomaterials by Diphenyl Phosphoryl Azide

Jian-Zhong Yang

Department of Chemistry Virginia Commonwealth University Richmond, VA 23284

Min Wang

Department of Chemistry Virginia Commonwealth University Richmond, VA 23284

Raphael M. Ottenbrite

Department of Chemistry Virginia Commonwealth University Richmond, VA 23284

A convenient chemical synthesis of copoly(amino acids) as poten tial biomaterials is described. Direct copolycondensations of {alpha}-amino acids us ing diphenyl phosphoryl azide (DPPA) as condensation agent were carried out in the presence of triethylamine (TEA) as a base. The amino acids used were ß-benzyl-L-aspartate (Asp.Bz), {gamma}-benzyl-L-glutamate (Glu.Bz), L-phenylalanine (Phe), and O-benzyl-L-tyrosine (Tyr.OBz). Copoly(amino acids) with weight- average molecular weights up to 28,000 were obtained in reasonable yields. Bimodal molecular weight distribution was observed in all the cases. Both the overall yield of the product and the yield of high molecular weight fraction are influenced by [DPPA]/[Monomer] and [TEA]/[Monomer] ratios. No significant solvent effect was observed.

Journal of Bioactive and Compatible Polymers, Vol. 8, No. 1, 69-82 (1993)
DOI: 10.1177/088391159300800105


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