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Cadmium(II) Complexes of Amino Acids and Peptides

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Cadmium: From Toxicity to Essentiality

Part of the book series: Metal Ions in Life Sciences ((MILS,volume 11))

Abstract

Cadmium(II) ions form complexes with all natural amino acids and peptides. The thermodynamic stabilities of the cadmium(II) complexes of the most common amino acids and peptides are generally lower than those of the corresponding zinc(II) complexes, except the complexes of thiolate ligands. The coordination geometry of the cadmium(II) amino acid complexes is generally octahedral with the involvement of the amino and carboxylate groups in metal binding. In the case of simple peptides, both octahedral and tetrahedral complexes can be formed depending on the steric conditions. The terminal amino group and the subsequent carbonyl-O atom are the primary binding sites and there is no example for cadmium(II)-induced peptide amide deprotonation and coordination. The various hydrophobic and polar side chains do not have a significant impact on the structural and thermodynamic parameters of cadmium(II) complexes of amino acids and peptides. β-carboxylate function of aspartic acid and imidazole-N donors of histidyl residues slightly enhance the thermodynamic stability of cadmium(II)-peptide complexes. The most remarkable effects of side chains are, however, connected to the involvement of thiolate residues in cadmium(II) binding. Stability constants of the cadmium(II) complexes of both L-cysteine and its peptides and related ligands are significantly higher than those of the zinc(II) complexes. Thiolate donor functions can be bridging ligands too, resulting in the formation of polynuclear cadmium(II) complexes.

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Abbreviations

Ac:

acetyl

Ala:

alanine

Asn:

asparagine

Asp:

aspartic acid

BSA:

bovine serum albumin

CD:

circular dichroism

Cys:

cysteine

DFT:

density functional theory

ESI-MS:

electrospray ionization mass spectrometry

EXAFS:

extended X-ray absorption fine structure

Gln:

glutamine

Glu:

glutamic acid

Gly:

glycine

His:

histidine

HSA:

human serum albumin

Ile:

isoleucine

IR:

infrared

L:

general ligand

L-carnosine:

β-alanyl-L-histidine

Leu:

leucine

Lys:

lysine

NMR:

nuclear magnetic resonance

PC:

phytochelatin

Phe:

phenylalanine

Pro:

proline

PSA:

porcine serum albumin

ROS:

reactive oxygen species

Sar:

sarcosine = N-methylglycine

Thr:

threonine

Val:

valine

XANES:

X-ray absorption near-edge structure

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Acknowledgments

The authors thank the projects OTKA 77586, OTKA 72956 and TAMOP 4.2.1/B-09/1/KONV-2010-0007, 4.2.2.B-10/1-2010-0024 (Hungary) for financial support.

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  1. Department of Inorganic and Analytical Chemistry, University of Debrecen, 21, H-4010, Debrecen, Hungary

    Imre Sóvágó & Katalin Várnagy

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  1. Imre Sóvágó
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Correspondence to Imre Sóvágó .

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  1. Inorganic Chemistry, Chemistry, Universität Basel, Spitalstr. 51, Basel, 4056, Basel Stadt, Switzerland

    Astrid Sigel

  2. Inst. Anorganische Chemie, Universität Basel, Spitalstr. 51, Basel, 4056, Switzerland

    Helmut Sigel

  3. Institute of Inorganic Chemistry, University of Zürich, Winterthurerstrasse 190, Zürich, 8057, Zürich, Switzerland

    Roland KO Sigel

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Sóvágó, I., Várnagy, K. (2013). Cadmium(II) Complexes of Amino Acids and Peptides. In: Sigel, A., Sigel, H., Sigel, R. (eds) Cadmium: From Toxicity to Essentiality. Metal Ions in Life Sciences, vol 11. Springer, Dordrecht. https://doi.org/10.1007/978-94-007-5179-8_9

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