Chen Y R, Gunther M R, Mason R P
Laboratory of Pharmacology and Chemistry, NIEHS, National Institutes of Health, Research Triangle Park, North Carolina 27709, USA.
J Biol Chem. 1999 Feb 5;274(6):3308-14. doi: 10.1074/jbc.274.6.3308.
The reaction of purified bovine mitochondrial cytochrome c oxidase (CcO) and hydrogen peroxide was studied using the ESR spin-trapping technique. A protein-centered radical adduct was trapped by 5, 5-dimethyl-1-pyrroline N-oxide and was assigned to a thiyl radical adduct based on its hyperfine coupling constants of aN = 14.7 G and abetaH = 15.7 G. The ESR spectra obtained using the nitroso spin traps 3,5-dibromo-4-nitrosobenzenesulfonic acid (DBNBS) and 2-methyl-2-nitrosopropane (MNP) indicated that both DBNBS/.CcO and MNP/.CcO radical adducts are immobilized nitroxides formed by the trapping of protein-derived radicals. Alkylation of the free thiols on the enzyme with N-ethylmaleimide (NEM) prevented 5, 5-dimethyl-1-pyrroline N-oxide adduct formation and changed the spectra of the MNP and DBNBS radical adducts. Nonspecific protease treatment of MNP-d9/.NEM-CcO converted its spectrum from that of an immobilized nitroxide to an isotropic three-line spectrum characteristic of rapid molecular motion. Super-hyperfine couplings were detected in this spectrum and assigned to the MNP/.tyrosyl adduct(s). The inhibition of either CcO or NEM-CcO with potassium cyanide prevented detectable MNP adduct formation, indicating heme involvement in the reaction. The results indicate that one or more cysteine residues are the preferred reductant of the presumed ferryl porphyrin cation radical residue intermediate. When the cysteine residues are blocked with NEM, one or more tyrosine residues become the preferred reductant, forming the tyrosyl radical.
利用电子自旋共振(ESR)自旋捕获技术研究了纯化的牛线粒体细胞色素c氧化酶(CcO)与过氧化氢的反应。一种以蛋白质为中心的自由基加合物被5,5-二甲基-1-吡咯啉N-氧化物捕获,并根据其超精细偶合常数aN = 14.7 G和aβH = 15.7 G被确定为硫自由基加合物。使用亚硝基自旋捕获剂3,5-二溴-4-亚硝基苯磺酸(DBNBS)和2-甲基-2-亚硝基丙烷(MNP)获得的ESR光谱表明,DBNBS/.CcO和MNP/.CcO自由基加合物都是通过捕获蛋白质衍生的自由基形成的固定化氮氧化物。用N-乙基马来酰亚胺(NEM)对酶上的游离巯基进行烷基化可防止5,5-二甲基-1-吡咯啉N-氧化物加合物的形成,并改变MNP和DBNBS自由基加合物的光谱。对MNP-d9/.NEM-CcO进行非特异性蛋白酶处理,使其光谱从固定化氮氧化物的光谱转变为快速分子运动特征的各向同性三线光谱。在该光谱中检测到超超精细偶合,并将其归因于MNP/.酪氨酸加合物。用氰化钾抑制CcO或NEM-CcO可防止可检测到的MNP加合物形成,表明血红素参与了该反应。结果表明,一个或多个半胱氨酸残基是假定的铁卟啉阳离子自由基残基中间体的首选还原剂。当半胱氨酸残基被NEM封闭时,一个或多个酪氨酸残基成为首选还原剂,形成酪氨酸自由基。