Conformational studies of chemotactic HCO-Met-Leu-Phe-OMe analogues |
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Authors: | G Vertuani M Boggian A Breveglieri G Cavicchioni S Spisani A Scatturin |
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Institution: | (1) Department of Pharmaceutical Sciences, University of Ferrara, Via Fossato di Mortara 17/19, I-44100 Ferrara, Italy;(2) Department of Biochemistry and Molecular Biology, University of Ferrara, Via Fossato di Mortara 17/19, I-44100 Ferrara, Italy |
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Abstract: | Summary In order to investigate the proper peptide backbone conformation able to elicit a biological activity, HCO-Met-Pro-Phe-OMe, HCO-Met-COO]Leu-Phe-OMe, and HCO-Met-OLeu-Phe-OMe, analogues of the prototypical chemotactic peptide HCO-Met-Leu-Phe-OMe, were studied by CD and IR techniques. The results obtained comparing biological and conformational data evidence the critical presence of (i) the NH group at position 2, (ii) a rather flexible backbone, (iii) the chemical structure of the central residue which can affect the stability of a possible active conformer. |
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Keywords: | Amino acids Chemotactic peptides Structure/activity relation-ship CD IR Conformation |
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