Comparative study of reaction of cobalamin and cobinamide with thiocyanate

Dereven’kov, Ilia А.; Salnikov, Denis S.; Макаров, С. В.; Surducan, Mihai; Silaghi-Dumitrescu, Radu; Boss, Gerry R.

doi:10.1016/j.jinorgbio.2013.04.011

Cited by 35 publications

(26 citation statements)

References 45 publications

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“…[4,7] We, therefore, studied the reaction of reduced cobinamide with hydrogen sulfide. In alkaline solutions (pH 9.4 – 11.4), the reaction of Cbi(II) with hydrogen sulfide was accompanied by a rapid decrease in absorbance at 469 nm and appearance of new intense bands at 417, 471, and 711 nm with clean isosbestic points at 445 and 500 nm (Figure S20).…”

Section: Resultsmentioning

confidence: 99%

“…[16,17] Interaction of Cbi(III) with various L ligands leads to formation of (L)Cbi(III) or (L) 2 Cbi(III) complexes. [4, 16] …”

Section: Resultsmentioning

confidence: 99%

“…[4] This imparts three major chemical differences. First, cobinamide has a higher binding affinity for ligands due to removal of the negative trans effect of the dimethylbenzimidazole group.…”

Section: Introductionmentioning

confidence: 99%

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Kinetics and Mechanism of the Reaction of Hydrogen Sulfide with Diaquacobinamide in Aqueous Solution

et al. 2014

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We conducted a detailed kinetic study of the reaction of the vitamin B12 analog diaquacobinamide ((H2O)2Cbi(III)) with hydrogen sulfide in water from pH 3 to 11. The reaction proceeds in three steps: (i) formation of three different complexes between cobinamide and hydrogen sulfide, viz. (HO−)(HS−)Cbi(III), (H2O)(HS−)Cbi(III), and (HS−)2Cbi(III); (ii) inner-sphere electron transfer (ISET) in the two complexes with one coordinated HS− to form the reduced cobinamide complex [(H)S]Cbi(II); and (iii) addition of a second molecule of hydrogen sulfide to the reduced cobinamide. ISET does not proceed in the (HS−)2Cbi(III) complex. The final products of the reaction between cobinamide and hydrogen sulfide were found to be independent of pH, with the main product being a complex of cobinamide(II) with the anion-radical SSH2−.

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Section: Resultsmentioning

confidence: 99%

“…[16,17] Interaction of Cbi(III) with various L ligands leads to formation of (L)Cbi(III) or (L) 2 Cbi(III) complexes. [4, 16] …”

Section: Resultsmentioning

confidence: 99%

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Kinetics and Mechanism of the Reaction of Hydrogen Sulfide with Diaquacobinamide in Aqueous Solution

et al. 2014

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“…An exception we found was SCN À which is N-bound in the solid state; however, we obtained NMR evidence to show that in solution it existed as a nearly equal mixture of two species which we took to be the N-and S-bound thiocyanato complexes. There is also a report of a crystal structure of SCNCbl in which the thiocyanato ligand is bound through S. Recent DFT calculations (BP86, B3LYP) suggest that the isothiocyanato isomer predominates in complexes with cob(III)alamin and cob(II)alamin [69]. For the anionic ligands we note that values of DK = log K 10H À log K 10Z roughly correlate with the spectrochemical series [70], viz, SCN À < N 3 À < NCS À < NO 2 À < SO 3 2À (although NO 2 À is usually [71] higher in the spectrochemical series than SO 3 2À ).…”

Section: Discussionmentioning

confidence: 99%

Probing the nature of the Co(III) ion in cobalamins: The reactions of aquacobalamin (vitamin B12a), aqua-10-chlorocobalamin and aqua-10-bromocobalamin with anionic and neutral ligands

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Perry

Fernandes

et al. 2015

Inorganica Chimica Acta

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“…Добавление цианамида к кобинамиду при рН 9,2 (последний находится в слабощелочной среде преимущественно в аквагидроксоформе [4] ) приводит к двум последовательным изменениям в спектре (Рисунок 4). На первой стадии происходит снижение интенсивности поглощения при 347 нм, исчезновение полосы поглощения при 517 нм, соответствующей исходному комплексу (Рисунок 4, спектр 1) и появление новой полосы при 514 нм (Рисунок 4, спектр 2).…”

Section: обсуждение результатовunclassified