Development of Synthetic Catalysts for Peptide Bond Cleavage: Synthesis and Complete Kinetic Analysis of Compounds 6A, 7A, 8A

Abstract

Synthetic mimics for carboxypeptidase A will be synthesized and the structural and chemical factors responsible for catalytic peptides activity will be probed. Ditopic macrocyclic receptors have been designed which incorporate the salient features of the enzyme analog, namely high affinity complex formation, general base and general acid catalysis, and covalent catalysis. Once synthesized the resulting macrocycle-metal ion complexes should non-specifically promote the hydrolysis of C-terminal peptide bonds. The initial macrocycles will have several types of coordination sites: nitrogen-containing heterocycles, ammonium and ether oxygens. One side of the ditopic receptor will preferentially bind zinc(II) ion, the other the peptide substrate. Keywords: Enzyme mimics; Supramolecular; Carboxypeptidase A; Polyammonium macrocycles; Synthesis chemistry.

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Document Details

Document Type
Technical Report
Publication Date
Aug 06, 1989
Accession Number
ADA211351

Entities

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  • Kristin B. Mertes
  • Mathias P. Mertes

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  • University of Kansas

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  • Materials and Manufacturing Processes

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  • Acetic Acid
  • Catalysis
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  • Chemistry

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  • Molecular and Cellular Biochemistry