Metals in medicine: metal-related diseases-The impact of synthetic analogs of histidine on copper(II) coordination properties to an albuminlike peptide

摘要

The purpose of our project was to obtain peptidomimetics possessing Cu(II) binding properties, which would be useful for biomedical applications. In this context we used potentiometry, molecular modelling, UV–Vis and CD spectroscopies to characterize the Cu(II) binding properties of pentapeptide analogs of the N-terminal sequence of histatin 5. The peptides investigated had a general sequence DSXAK-am (am stands for N-terminal amide), with X including His and its three synthetic analogues, (4-thiazolyl)-L-alanine (1),(2-pyridyl)-L-alanine (2), and (pyrazol-1-yl)-L-alanine (3). The heterocyclic nitrogens present in these analogs were significantly more acidic than that of the His imidazole.