Chemical and Pharmaceutical Bulletin p. 423 - 427 (1999)
Update date:2022-08-03
Topics:
Iguchi, Shin
Kawasaki, Koichi
Okamoto, Hiroshi
Umezawa, Chisae
Okada, Yoshio
Some pseudo-peptide analogs of thiol proteinase inhibitors were synthesized by a conventional solution method. Among them, Suc-Ala-Val-Val- Ala-Ψ-(CH2-NH)-Ala-pNA (peptide 1) and Suc-Ala-Val-Val-Ψ-(CH2NH)-Ala- Ala-pNA (peptide 2) showed a stronger inhibitory activity compared with parent peptide such as Suc-Ala-Val-Val-Ala-Ala-pNA. In particular, peptide 2 was about 10-fold as active as the parent peptide (IC50=8 μM). Inserting Ψ-(CH2-NH) possibly makes the inhibitor less susceptible to papain and, as a result, pro-duces more potent inhibition.
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