6533b82efe1ef96bd1293b6f

RESEARCH PRODUCT

Co-ordination of copper(II) ions by prolyl-α,β-dehydroamino acids: comparative studies and general considerations

Barbara RzeszotarskaZbigniew KubicaKataline VárnagyLeszek SmelkaImre SóvágóMałgorzata Jeżowska-bojczukHenryk KozlowskiMarcin DybaPietrzyński G

subject

chemistry.chemical_classificationStereochemistryPotentiometric titrationchemistry.chemical_elementPeptideGeneral ChemistryLigand (biochemistry)NitrogenCopperTurn (biochemistry)chemistry.chemical_compoundchemistryAmideSide chain

description

Potentiometric and spectroscopic measurements and theoretical calculations have revealed that α,β-dehydroamino acid residues have a considerable effect on the co-ordination ability of an adjacent amide nitrogen towards Cu2+ ions. Also the side chain of such residues affects the stability constants and, in some cases, the binding mode of short peptides containing α,β-dehydroamino acid residues. The theoretical calculations showed that all dehydroamino acids except α,β-dehydroalanine tend to bend a peptide chain towards a turn conformation. This has a very strong impact on the co-ordination ability of a dehydropeptide ligand.

https://doi.org/10.1039/dt9960003265