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Studies on reaction of glutathionylcobalamin with hypochlorite. Evidence of protective action of glutathionyl-ligand against corrin modification by hypochlorite

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Abstract

Glutathionylcobalamin (GSCbl), a tight complex of glutathione (GSH) with cobalamin(III), is readily oxidized to aquacobalamin by hypochlorite. Corrin macrocycle remains unmodified in the presence of threefold excess of hypochlorite, whereas aqua- and cyanocobalamins are partially transformed to chlorinated species under the same conditions. The suggested mechanism of reaction between GSCbl and hypochlorite involves subsequent oxidation of thiol and amino groups and dissociation of oxidized glutathione from Co(III)-ion.

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Abbreviations

Cbl:

Cobalamin

DMBI:

5,6-Dimethylbenzimidazole

GSH:

Glutathione

GSCbl:

Glutathionylcobalamin

MALDI-MS:

Matrix assisted laser desorbtion/ionization-mass spectrometry

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Acknowledgements

This work was supported by the Russian Science Foundation (Agreement # 14-23-00204).

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Authors and Affiliations

  1. Institute of Macroheterocyclic Compounds, Ivanovo State University of Chemistry and Technology, Sheremetevskiy str. 7, Ivanovo, Russian Federation, 153000

    Ilia A. Dereven’kov, Sergei V. Makarov, Nikita I. Shpagilev, Denis S. Salnikov & Oskar I. Koifman

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  1. Ilia A. Dereven’kov
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  2. Sergei V. Makarov
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  3. Nikita I. Shpagilev
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  4. Denis S. Salnikov
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  5. Oskar I. Koifman
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Correspondence to Ilia A. Dereven’kov.

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Dereven’kov, I.A., Makarov, S.V., Shpagilev, N.I. et al. Studies on reaction of glutathionylcobalamin with hypochlorite. Evidence of protective action of glutathionyl-ligand against corrin modification by hypochlorite. Biometals 30, 757–764 (2017). https://doi.org/10.1007/s10534-017-0044-8

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