Significance of uricase in oxidase-induced oxidative coloring reaction of p-phenylenediamine

被引:10
作者
Aoki, M
Tsujino, Y
Kano, K
Ikeda, T
机构
[1] KYOTO UNIV,FAC AGR,DEPT AGR CHEM,KYOTO 60601,JAPAN
[2] YAMAHATSU SANGYO KAISHA LTD,R&D DEPT,NISHINARI KU,OSAKA 557,JAPAN
关键词
D O I
10.1021/jo9605049
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Uricase (mate oxidase, UOD) is found to induce the oxidative polymerization of p-phenylenediamine (PPD) effectively, which is a key reaction of color development in hair-dyeing and fur-dyeing practices. The significance of uricase is described by comparison to glucose oxidase (GOD), which also produces hydrogen peroxide as an oxidizing agent of PPD. In contrast to UOD, GOD inhibits the polymerization reaction. Spectroscopic and electrochemical study has revealed that the inhibition effect of GOD is ascribed to the glucose dehydrogenase activity, in which p-benzoquinonediimine (BQI) as the two-electron oxidized form of PPD works as an efficient electron acceptor to be reduced back to PPD, resulting in the inhibition of the subsequent polymerization of BQL. On the other hand, the UOD reaction does not compete with the polymerization of BQI owing to the lack of urate dehydrogenase activity in UOD. In addition, it has been found that UOD catalyzes the oxidation of PPD in the presence of uric acid by PPD oxidase-like and PPD peroxidase-like activities. These properties of UOD are favorable toward the oxidative generation of BQI from PPD and are responsible for the prominent ability in the oxidative coloring of PPD.
引用
收藏
页码:5610 / 5616
页数:7
相关论文
共 36 条
[11]   REDOX POLYMER-FILMS CONTAINING ENZYMES .1. A REDOX-CONDUCTING EPOXY CEMENT - SYNTHESIS, CHARACTERIZATION, AND ELECTROCATALYTIC OXIDATION OF HYDROQUINONE [J].
GREGG, BA ;
HELLER, A .
JOURNAL OF PHYSICAL CHEMISTRY, 1991, 95 (15) :5970-5975
[12]   REDOX POLYMER-FILMS CONTAINING ENZYMES .2. GLUCOSE-OXIDASE CONTAINING ENZYME ELECTRODES [J].
GREGG, BA ;
HELLER, A .
JOURNAL OF PHYSICAL CHEMISTRY, 1991, 95 (15) :5976-5980
[13]   BIOELECTROCATALYSIS [J].
HILL, HAO ;
HIGGINS, IJ .
PHILOSOPHICAL TRANSACTIONS OF THE ROYAL SOCIETY A-MATHEMATICAL PHYSICAL AND ENGINEERING SCIENCES, 1981, 302 (1468) :267-273
[14]  
HORNER L, 1967, LIEBIGS ANN CHEM, V708, P105
[15]   NUCLEOSIDE OXIDASE-MODIFIED CARBON PASTE ELECTRODE CONTAINING QUINONE - CATHODIC CURRENT RESPONSE TO NUCLEOSIDES [J].
IKEDA, T ;
HASHIMOTO, Y ;
SENDA, M ;
ISONO, Y .
ELECTROANALYSIS, 1991, 3 (09) :891-897
[16]  
IKEDA T, 1983, HIGH MOL FUNCTIONAL, P131
[17]   LACCASE-LIKE ACTIVITY OF NUCLEOSIDE OXIDASE IN THE PRESENCE OF NUCLEOSIDES [J].
ISONO, Y ;
HOSHINO, M .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1989, 53 (08) :2197-2203
[18]   AMPEROMETRIC METHYLENE GREEN-MEDIATED PYRUVATE ELECTRODE BASED ON PYRUVATE OXIDASE ENTRAPPED IN CARBON PASTE [J].
KULYS, J ;
WANG, LZ ;
DAUGVILAITE, N .
ANALYTICA CHIMICA ACTA, 1992, 265 (01) :15-20
[19]   STUDY OF THE NEW ELECTRON-TRANSFER MEDIATORS IN GLUCOSE-OXIDASE CATALYSIS [J].
KULYS, J ;
BUCHRASMUSSEN, T ;
BECHGAARD, K ;
RAZUMAS, V ;
KAZLAUSKAITE, J ;
MARCINKEVICIENE, J ;
CHRISTENSEN, JB ;
HANSEN, HE .
JOURNAL OF MOLECULAR CATALYSIS, 1994, 91 (03) :407-420
[20]  
KULYS JJ, 1983, BIOCHIM BIOPHYS ACTA, V744, P57, DOI 10.1016/0167-4838(83)90340-0