Effect of tetrazole moiety on coordinating efficiency of deltorphin.

• Authors: Elżbieta Łodyga-Chruścińska , Stanisław Ołdziej , Giovanni Micera , Daniele Sanna , Longin Chruściński , Jacek Olczak , Janusz Zabrocki
• Languages of publication: EN

Abstracts

EN

A study of the effect of the tetrazole moiety, a cis-amide bond surrogate, on the Cu(II) coordinating properties of oligopeptides is reported. Insertion of the tetrazole moiety Ψ[CN4] into the peptide sequence of [D-Ala2]deltorphin I changes considerably the coordination ability of the peptide. Potentiometric and spectroscopic results show that if the tetrazole moiety is in a suitable position in the peptide chain, i.e. it follows the second residue, a stable CuL species involving 3N coordination is formed in the physiological pH range. The tetrazole Ψ[CN4] ring provides one of these nitrogens. The data indicate that Cu(II) ions are strongly trapped inside a bent peptide backbone. The peptide conformation changes achieved by Cu(II) coordination may be essential for the binding of tetrazole deltorphins at opiate receptors.

Keywords

EN

Cu(II) complexes; opiod peptides; tetrazole analogues of deltorphin I

• Publisher: Polish Biochemical Society
• Journal: Acta Biochimica Polonica
• Year: 2004
• Volume: 51
• Issue: 1
• Pages: 93-106

Dates

published

2004

received

2003-10-31

revised

2004-02-03

accepted

2004-02-06

Contributors

author

Elżbieta Łodyga-Chruścińska

• Institute of General Food Chemistry, Technical University of Łódź, Łódź, Poland

author

Stanisław Ołdziej

• Faculty of Chemistry, University of Gdańsk, Gdańsk, Poland

author

Giovanni Micera

• Department of Chemistry, University of Sassari, Sassari, Italy

author

Daniele Sanna

• Istituto C.N.R. Chim. Biomolecolare, Sassari, Italy

author

Longin Chruściński

• Faculty of Process and Environmental Engineering, Technical University of Łódź, Łódź, Poland

author

Jacek Olczak

• Institute of Organic Chemistry, Technical University of Łódź, Łódź, Poland

author

Janusz Zabrocki

• Institute of Organic Chemistry, Technical University of Łódź, Łódź, Poland

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