N-Lipidated Oligopeptides Immobilized on Cellulose As New Type of Organocatalysts.

N-Lipidated Oligopeptides Immobilized on Cellulose As New Type of Organocatalysts. Comb Chem High Throughput Screen. 2013 Mar 14; Authors: Fraczyk J, Kolesinska B, Kaminski ZJ Abstract A library of supramolecular structures formed by self-organization of N-lipidated tripeptides, dipeptides and N-acylated 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 ZAib-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 astructures the progress of solvolysis was stopped after the concentration of the nitrophenolate ion reached 0.5-0.7 × 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. PMID: 23514341 [PubMed - as supplied by publisher]
Source: Combinatorial Chemistry and High Throughput Screening - Category: Chemistry Authors: Tags: Comb Chem High Throughput Screen Source Type: research