Synthesis of a peptidocalix[4]arene library and identification of compounds with hydrolytic activity

Synthesis of a peptidocalix[4]arene library and identification of compounds with hydrolytic activity

A 120 member library of peptidocalix[4]arenes was synthesized and screened for catalysis of the hydrolysis of p-nitrophenyl acetate. His-Ser-His-calix[4]arene was found to catalyze this reaction with v 0 = 3.24 × 10 −8 M/s, an increase of 1520% above background and 30% above the tripeptide (His-Ser-...

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Veröffentlicht in:Bioorganic chemistry 2005-02, Vol.33 (1), p.16-21
Hauptverfasser: Brewster, R. Elizabeth, Dalton, Brian G.A., Shuker, Suzanne Beckham
Format: Artikel
Sprache:eng
Schlagworte:
Amino acids
Bridged-Ring Compounds - chemistry
Bridged-Ring Compounds - pharmacology
Calixarenes
Calixarenes - chemical synthesis
Calixarenes - pharmacology
Catalysis
Hydrolysis
Models, Chemical
Nitrophenols - chemistry
Oligopeptides - chemistry
Oligopeptides - pharmacology
Peptides
Phenols - chemical synthesis
Phenols - pharmacology
Solid-phase synthesis
Time Factors
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Zusammenfassung:A 120 member library of peptidocalix[4]arenes was synthesized and screened for catalysis of the hydrolysis of p-nitrophenyl acetate. His-Ser-His-calix[4]arene was found to catalyze this reaction with v 0 = 3.24 × 10 −8 M/s, an increase of 1520% above background and 30% above the tripeptide (His-Ser-His) alone.
ISSN:0045-2068
1090-2120
DOI:10.1016/j.bioorg.2004.07.001