Amino acids and peptides. XLIV. Synthesis of stereoisomeric pentapeptides of thiol proteinase inhibitor.
Stereoisomers of thiol proteinase inhibitor (TPI) were synthesized by a conventional solution method. Among them, iNoc-D-Gln-Val-Val-Ala-Ala-pNA weakly inhibited the amidolytic activity of papain, although iNoc-Gln-Val-Val-Ala-Ala-pNA inhibited papain activity fairly potently. However, the other five D-amino acid-containing peptides did not show any inhibitory effects on papain. The circular dichroism (CD) spectra of the enzyme-peptides mixtures were measured in order to study the relationship between the peptide anilides-papain interaction and the inhibitory activity.
Iguchi
S
S
Faculty of Pharmaceutical Sciences, Kobe Gakuin University, Japan.
Hirano
K
K
Okamoto
H
H
Okamoto
Y
Y
Okada
Y
Y
D000595:Amino Acid Sequence; D000596:Amino Acids / Q000032:analysis; D007202:Indicators and Reagents; D008969:Molecular Sequence Data; D009842:Oligopeptides / Q000032:analysis / Q000138:chemical synthesis*; D010206:Papain / Q000037:antagonists & inhibitors; D011480:Protease Inhibitors / Q000032:analysis / Q000138:chemical synthesis*; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D000596:Amino Acids; D007202:Indicators and Reagents; D009842:Oligopeptides; D011480:Protease Inhibitors; D010206:Papain