meso-Bromination of cyano- and aquacobalamins facilitates their processing into Co(II)-species by glutathione

Dereven’kov, Ilia A.; Osokin, Vladimir S.; Khodov, Ilya A.; Sobornova, Valentina V.; Ershov, Nikita A.; Makarov, Sergei V.

doi:10.1007/s00775-023-02009-x

J Biol Inorg Chem

2023

DOI: 10.1007/s00775-023-02009-x

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meso-Bromination of cyano- and aquacobalamins facilitates their processing into Co(II)-species by glutathione

Ilia A. Dereven’kov,

Vladimir S. Osokin,

Ilya A. Khodov

et al.

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2024

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Cited by 4 publications

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meso-Brominated nitrosylcobinamides: Nitric oxide release and oxidation by dioxygen

Dereven’kov,

Osokin,

Khodov

et al. 2024

Inorganic Chemistry Communications

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meso-Brominated nitrosylcobinamides: Nitric oxide release and oxidation by dioxygen

Dereven’kov,

Osokin,

Khodov

et al. 2024

Inorganic Chemistry Communications

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Studies on the interaction of aquahydroxocobinamide with 5-aminotetrazole

Dereven’kov,

Makarov,

Makarova

2024

Journal of Coordination Chemistry

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meso-Halogenated nitrosylcobalamins: Formation and aerobic stability

Dereven’kov,

Osokin,

Ershov

et al. 2024

J. Porphyrins Phthalocyanines

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Here, we report the results of the investigation of reactions between brominated and chlorinated at the C10 position of corrin cyano- (CNCbl-Hal, Hal = Br, Cl) and aquacobalamins (H2OCbl-Hal) and Angeli’s salt (AS). The reactions involving H2OCbl-Hal and AS proceed via two parallel routes, i.e., reactions between H2OCbl-Hal or HOCbl-Hal and HNO generated upon decomposition of AS and between H2OCbl-Hal and AS, and generate corresponding nitrosylcobalamins (NOCbl-Hal). In contrast to the process involving unmodified CNCbl, the reactions between CNCbl-Hal and HNO can be used to produce NOCbl-Hal, which can be explained by the labilization of the axial Co(III)-N[Formula: see text] bond upon meso-halogenation facilitating the reaction between HNO and the lower axial position of CNCbl-Hal. We indicated that the process is initiated by the relatively slow formation of CNCbl-Hal species with dissociated 5,6-dimethylbenzimidazole nucleotide and further rapid binding of HNO by Co(III) ion. Produced NOCbl-Hal reacts with dioxygen significantly slower than unmodified NOCbl and can be recommended for further investigation of their biological and medicinal properties.

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meso-Bromination of cyano- and aquacobalamins facilitates their processing into Co(II)-species by glutathione

Cited by 4 publications

References 42 publications

meso-Brominated nitrosylcobinamides: Nitric oxide release and oxidation by dioxygen

meso-Brominated nitrosylcobinamides: Nitric oxide release and oxidation by dioxygen

Studies on the interaction of aquahydroxocobinamide with 5-aminotetrazole

meso-Halogenated nitrosylcobalamins: Formation and aerobic stability

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