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Effect of the Peptidic Scaffold in Copper(II) Coordination and the Redox Properties of Short Histidine-Containing Peptides.

Chemistry. 2015; 
FragosoAna,CarvalhoTiago,Rousselot-PailleyPierre,Correia Dos SantosMargarida M,DelgadoRita,Iranzo
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Biochemicals O-(7-azabenzotriazole-1-yl)- N,N,N’N’-tetramethyluronium hexafluorophosphate (HATU) was purchased from GenScript Corporation; Get A Quote

摘要

A linear decapeptide containing three His and one Asp residues and a β-turn-inducing dProPro unit was synthesised. A detailed potentiometric, mass spectrometric and spectroscopic study showed that at a 1:1 ratio of CCu /Cpeptide this peptide formed a major [CuH(O(dPro)-Asp)](2+) species (pH range 5.5-7.0), in which the Cu(2+) ion was bound to the His and Asp residues in square-planar or square-pyramidal geometries. The stability constant corrected for protonated species (log K* CuH(O dPro-Asp)=9.33) is almost equal to the value obtained for the parent [CuH(OAsp)](2+) species (log K*CuH(O-Asp) =9.28), but lower than that obtained for the cyclic [CuH(C-Asp)](2+) complex (log K*CuH(C-Asp) =10.7... More

关键词

copper,peptides,redox chemistry,speciation,structure-activity relations