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2006 | 53 | 1 | 65-72
Article title

Chelating ability of proctolin tetrazole analogue

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The aim of the investigation was to establish the chelating ability of a new proctolin analogue of the sequence Arg-Tyr-LeuΨ[CN4]Ala-Thr towards copper(II) ions. The insertion of the tetrazole moiety into the peptide sequence has considerably changed the coordination ability of the ligand. Potentiometric and spectroscopic (UV-Vis, CD, EPR) results indicate that the incorporation of 1,5-disubstituted tetrazole ring favours the formation of a stable complex form of CuH-1L. This 4N coordination type complex is the dominant species in the physiological pH range. The tetrazole moiety provides one of these nitrogens. The data indicate that Cu(II) ions are strongly trapped inside the peptide backbone. These findings suggest that Cu(II) can hold peptide chains in a bent conformation. This bent conformation may be essential for bioactivity of the tetrazole peptides.
Physical description
  • Institute of General Food Chemistry, Technical University of Łódź, Łódź, Poland
  • Istituto C.N.R. Chim. Biomolecolare, Sassari, Italy
  • Department of Chemistry, University of Sassari, Sassari, Italy
  • Faculty of Process and Environmental Engineering, Technical University of Łódź, Łódź, Poland
  • Institute of Organic Chemistry, Technical University of Łódź, Łódź, Poland
  • Areawide Pest Management Unit, Southern Plains Agricultural Research Center, U.S. Department of Agriculture, College Station, USA,
  • Institute of Organic Chemistry, Technical University of Łódź, Łódź, Poland
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