STUDY OF COBALAMIN ADDUCTS WITH CYSTEINE AND ITS OXIDIZED SULFENIC, SULFINIC AND SULFONIC DERIVATIVES

被引:0
作者
Gaina-Gardiuta, Artiom [1 ]
Lupan, Alexandru [1 ]
Branzanic, Adrian M. V. [2 ]
Silaghi-Dumitrescu, Radu [1 ]
机构
[1] Babes Bolyai Univ, Dept Chem, Str Arany Janos 11, RO-400028 Cluj Napoca, Romania
[2] Babes Bolyai Univ, Raluca Ripan Inst Res Chem, Fantanele 30, Cluj Napoca 400294, Romania
关键词
HYDROGEN-SULFIDE; VITAMIN-B-12; REDOX; COMPLEXES; CHEMISTRY; COBINAMIDE; REACTIVITY; MECHANISM; CATALYSIS; KINETICS;
D O I
10.33224/rrch.2023.68.3-4.04
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this paper, the reactivity of cobalamin towards S-oxidized cysteine derivatives (sulfenic, sulfinic, sulfonic and S-sulfate) is analyzed and compared to the reactivity towards related nitrogen, oxygen and sulfur-based ligands, focusing on the concept of linkage isomerism. UV-Vis spectra complemented by DFT and TD-DFT calculations show that cysteine and its oxidized derivatives do yield adducts, with a preference for binding to the cobalt through the sulfur.
引用
收藏
页码:143 / 151
页数:9
相关论文
共 41 条
[1]   Multiconfigurational and DFT analyses of the electromeric formulation and UV-vis absorption spectra of the superoxide adduct of ferrous superoxide reductase [J].
Attia, Amr A. A. ;
Cioloboc, Daniela ;
Lupan, Alexandru ;
Silaghi-Dumitrescu, Radu .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2016, 165 :49-53
[2]   DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].
BECKE, AD .
JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652
[3]  
Brouwer M, 1996, BLOOD, V88, P1857
[4]   Geometries of transition-metal complexes from density-functional theory [J].
Buehl, Michael ;
Kabrede, Hendrik .
JOURNAL OF CHEMICAL THEORY AND COMPUTATION, 2006, 2 (05) :1282-1290
[5]   How Is a Co-Methyl Intermediate Formed in the Reaction of Cobalamin-Dependent Methionine Synthase? Theoretical Evidence for a Two-Step Methyl Cation Transfer Mechanism [J].
Chen, Shi-Lu ;
Blomberg, Margareta R. A. ;
Siegbahn, Per E. M. .
JOURNAL OF PHYSICAL CHEMISTRY B, 2011, 115 (14) :4066-4077
[6]  
Claiborne A, 2001, ADV PROTEIN CHEM, V58, P215
[7]   Protein-sulfenic acids: Diverse roles for an unlikely player in enzyme catalysis and redox regulation [J].
Claiborne, A ;
Yeh, JI ;
Mallett, TC ;
Luba, J ;
Crane, EJ ;
Charrier, V ;
Parsonage, D .
BIOCHEMISTRY, 1999, 38 (47) :15407-15416
[8]   Redox chemistry of cobalamin and its derivatives [J].
Dereven'kov, I. A. ;
Salnikov, D. S. ;
Silaghi-Dumitrescu, R. ;
Makarov, S. V. ;
Koifman, O. I. .
COORDINATION CHEMISTRY REVIEWS, 2016, 309 :68-83
[9]   Studies on the interaction of aquacobalamin with cysteinesulfinic and cysteic acids, hypotaurine and taurine [J].
Dereven'kov, Ilia A. ;
Tsaba, Lubov V. ;
Pokrovskaya, Elizaveta A. ;
Makarov, Sergei V. .
JOURNAL OF COORDINATION CHEMISTRY, 2018, 71 (19) :3194-3206
[10]   Comparative studies of reaction of cobalamin (II) and cobinamide (II) with sulfur dioxide [J].
Dereven'kov, Ilia A. ;
Ivlev, Pavel A. ;
Bischin, Cristina ;
Salnikov, Denis S. ;
Silaghi-Dumitrescu, Radu ;
Makarov, Sergei V. ;
Koifman, Oscar I. .
JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 2017, 22 (06) :969-975