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Amino Acid Oligomer Microspheres as Drug Delivery Systems. II. Oligomerization of NCAs Initiated with L-Tyrosine Methyl Ester

Department of Chemistry, Virginia Commonwealth University, Richmond, Virginia 23284; Sharon Woods Technical Center, The Procter & Gamble Company, Cincinnati, Ohio 45241.

Min Wang

Raphael M. Ottenbrite

Department of Chemistry, Virginia Commonwealth University, Richmond, Virginia 23284

Sam Milstein

Emishpere Technologies, Inc., 15 Skyline Drive, Hawthorne, New York

Oligomerizations of various amino acid N-carboxyanhydrides (NCAs) were prepared in the presence of L-tyrosine methyl ester (Tyr.Me). Tyr.Me was found to be an efficient initiator to form oligopeptides consisting of L-aspartic acid, L-glutamic acid, L-phenylalanine, and L-tyrosine with random arrangements of amino acids. In acidic solution, the oligopeptides formed microspheres which were capable of encapsulating macromolecular drugs such as insulin and heparin. These microspheres were considered to be potential oral drug delivery systems.

Journal of Bioactive and Compatible Polymers, Vol. 11, No. 3, 236-247 (1996)
DOI: 10.1177/088391159601100305


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