Abstract
The design, synthesis and catalytic properties of acyclic branched peptide carrier that possesses thecatalytic triad residues of the serine proteases isreported. The synthesis of the peptide model wastotally completed on solid support using threedifferent orthogonal amino protecting groups.Hydrolytic activity measurements againstSuc-Ala-Ala-Ala-pNA substrate showed that it ishydrolysed by the peptide model to a small extent.Despite this small hydrolytic activity, it is thefirst time, to our knowledge, that hydrolysis of such a substrate is reported by an enzyme model compound.Contrary, this enzyme model peptide showedconsiderable activity against the Boc-Ala-pNPsubstrate (kcat = 0.414 min–1 and Km = 0.228 mm). These results suggest that thedesigned carrier brings in appropriate contact thecatalytic triad residues (Ser, His, Asp) resulting inthe obtained hydrolytic activity.
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Stavrakoudis, A., Demetropoulos, I.N., Sakarellos, C. et al. Design, synthesis and catalytic activity of a serine protease synthetic model. Letters in Peptide Science 4, 481–487 (1997). https://doi.org/10.1023/A:1008870113215
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DOI: https://doi.org/10.1023/A:1008870113215