A library of supramolecular structures formed by self-organization of N-lipidated tripeptides, dipeptides and Nacylated
amino acids attached to cellulose according to the TASP concept via aminophenylamino-1,3,5-triazine was
synthesized and the catalytic activity of the structures was studied. Intensive catalytic activity in solvolysis of sterically
hindered Z-Aib-Aib-ONp under ambient conditions was observed for structures bearing the catalytic triad as well as for
structures with the peptide fragment shortened to a dipeptide or even a single Ser, Glu or His residue, but not for
structures bearing alanine or phenylalanine residues. For all structures with a dipeptide or a single amino acid residue and
for most of tripeptide structures the progress of solvolysis was stopped after the concentration of the nitrophenolate ion
reached 0.5–0.7 x 10-4 M/L. Only in the case of catalysts with glutamic acid residues in the tripeptide fragment, solvolysis
proceeded until all the substrate was consumed.
Keywords: Catalysis, chemzyme, organocatalysis, self-organization, supramolecular, α-methylalanine.
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