The comprehensive acid-base characterization of glutathione

被引:16
作者
Mirzahosseini, Arash [1 ,2 ]
Somlyay, Mata [1 ,2 ]
Noszla, Bela [1 ,2 ]
机构
[1] Semmelweis Univ, Dept Pharmaceut Chem, H-1092 Budapest, Hungary
[2] Hungarian Acad Sci, Res Grp Drugs Abuse & Doping Agent, H-1051 Budapest, Hungary
关键词
DISULFIDE INTERCHANGE REACTIONS; AMINO-ACIDS; IONIZATION; EQUILIBRIA; CHEMISTRY; CONSTANTS;
D O I
10.1016/j.cplett.2015.01.020
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Glutathione in its thiol (GSH) and disulfide (GSSG) forms, and 4 related compounds were studied by 1H NMR-pH titrations and a case-tailored evaluation method. The resulting acid-base properties are quantified in terms of 128 microscopic protonation constants; the first complete set of such parameters for this vitally important pair of compounds. The concomitant 12 interactivity parameters were also determined. Since biological redox systems are regularly compared to the GSH-GSSG pair, the eight microscopic thiolate basicities determined this way are exclusive means for assessing subtle redox parameters in a wide pH range. (c) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:50 / 56
页数:7
相关论文
共 19 条
[1]   Glutathione transporters [J].
Bachhawat, Anand K. ;
Thakur, Anil ;
Kaur, Jaspreet ;
Zulkifli, M. .
BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS, 2013, 1830 (05) :3154-3164
[2]  
Bjerrum N, 1923, Z PHYS CHEM-STOCH VE, V106, P219
[3]  
Ebert L, 1926, Z PHYS CHEM-STOCH VE, V121, P385
[4]   Oxidative stress and neurodegeneration: where are we now? [J].
Halliwell, Barry .
JOURNAL OF NEUROCHEMISTRY, 2006, 97 (06) :1634-1658
[5]   KINETICS AND EQUILIBRIA OF THIOL DISULFIDE INTERCHANGE REACTIONS OF SELECTED BIOLOGICAL THIOLS AND RELATED MOLECULES WITH OXIDIZED GLUTATHIONE [J].
KEIRE, DA ;
STRAUSS, E ;
GUO, W ;
NOSZAL, B ;
RABENSTEIN, DL .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (01) :123-127
[6]   STABILITY OF ZINC COMPLEXES WITH GLUTATHIONE AND OXIDIZED GLUTATHIONE [J].
LI, NC ;
GAWRON, O ;
BASCUAS, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (01) :225-229
[7]   COMPLETE IONIZATION SCHEME FOR CITRIC ACID [J].
MARTIN, RB .
JOURNAL OF PHYSICAL CHEMISTRY, 1961, 65 (11) :2053-&
[8]  
MARTIN RB, 1958, B SOC CHIM BIOL, V40, P1763
[9]   OXIDATION-REDUCTION POTENTIAL OF GLUTATHIONE [J].
MILLIS, KK ;
WEAVER, KH ;
RABENSTEIN, DL .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (15) :4144-4146
[10]   Microscopic protonation equilibria of oxidized glutathione [J].
Noszál, M ;
Szakács, Z .
JOURNAL OF PHYSICAL CHEMISTRY B, 2003, 107 (21) :5074-5080