APPLICATION OF STILBENE-(4,4'-DIISOTHIOCYANATE)-2,2'-DISULFONIC ACID AS A BIFUNCTIONAL REAGENT FOR THE ORGANIZATION OF ORGANIC MATERIALS AND PROTEINS ONTO ELECTRODE SURFACES

被引:57
作者
KATZ, E [1 ]
RIKLIN, A [1 ]
WILLNER, I [1 ]
机构
[1] HEBREW UNIV JERUSALEM, INST CHEM, IL-91904 JERUSALEM, ISRAEL
关键词
D O I
10.1016/0022-0728(93)80329-G
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Trans-stilbene-(4,4'-diisothiocyanate)-2,2'-disulfonic acid (DIDS) acts as a bifunctional reagent for the organization of redox functionalized monolayers. Treatment of gold electrodes by cystamine generates the respective thiol-monolayer-modified gold electrode with a surface density corresponding to 5.4 X 10(-11) mol cm-2. Treatment of the cystamine-modified gold electrode with DIDS generates an active monolayer that can be further coupled to redox functionalities such as the amino quinone. The resulting quinone-monolayer-modified electrode displays electrochemical activity. Similarly, the cystamine + DIDS-monolayer-modified electrode reacts with amino functionalities of redox proteins, i.e. glutathione reductase. The resulting enzyme monolayer-gold electrode assembly is wired towards electron-transfer communication by covalent attachment of N-methyl-N'-(6-hexanoic acid)-4,4'-bipyridinium iodide as the electron relay component.
引用
收藏
页码:129 / 144
页数:16
相关论文
共 50 条
[41]   STRUCTURES OF SELF-ASSEMBLED MONOLAYER FILMS OF ORGANOSULFUR COMPOUNDS ADSORBED ON GOLD SINGLE-CRYSTALS - ELECTRON-DIFFRACTION STUDIES [J].
STRONG, L ;
WHITESIDES, GM .
LANGMUIR, 1988, 4 (03) :546-558
[42]   MONOLAYER FILMS PREPARED BY THE SPONTANEOUS SELF-ASSEMBLY OF SYMMETRICAL AND UNSYMMETRICAL DIALKYL SULFIDES FROM SOLUTION ONTO GOLD SUBSTRATES - STRUCTURE, PROPERTIES, AND REACTIVITY OF CONSTITUENT FUNCTIONAL-GROUPS [J].
TROUGHTON, EB ;
BAIN, CD ;
WHITESIDES, GM ;
NUZZO, RG ;
ALLARA, DL ;
PORTER, MD .
LANGMUIR, 1988, 4 (02) :365-385
[43]   ELECTROCHEMICAL CHARACTERISTICS OF A GOLD ELECTRODE MODIFIED WITH A SELF-ASSEMBLED MONOLAYER OF FERROCENYLALKANETHIOLS [J].
UOSAKI, K ;
SATO, Y ;
KITA, H .
LANGMUIR, 1991, 7 (07) :1510-1514
[44]   STRUCTURE AND INTERFACIAL PROPERTIES OF SPONTANEOUSLY ADSORBED NORMAL-ALKANETHIOLATE MONOLAYERS ON EVAPORATED SILVER SURFACES [J].
WALCZAK, MM ;
CHUNG, CK ;
STOLE, SM ;
WIDRIG, CA ;
PORTER, MD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (07) :2370-2378
[45]   MEDIATED, THIN-LAYER CELL, COULOMETRIC DETERMINATION OF MONOMOLECULAR FILMS OF TRICHLOROSILANE VIOLOGEN DERIVATIVES AT GOLD AND NONCONDUCTING SURFACES [J].
WIDRIG, CA ;
MAJDA, M .
ANALYTICAL CHEMISTRY, 1987, 59 (05) :754-760
[46]   MEDIATED ELECTRON-TRANSFER IN GLUTATHIONE-REDUCTASE ORGANIZED IN SELF-ASSEMBLED MONOLAYERS ON AU ELECTRODES [J].
WILLNER, I ;
KATZ, E ;
RIKLIN, A ;
KASHER, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (27) :10965-10966
[47]   BIOELECTROCHEMICAL FUEL-CELLS [J].
WINGARD, LB ;
SHAW, CH ;
CASTNER, JF .
ENZYME AND MICROBIAL TECHNOLOGY, 1982, 4 (03) :137-142
[49]  
Yacynych A. M., 1987, Proceedings of the Symposium on Sensor Science and Technology, P85
[50]   STRUCTURAL MODIFICATION STUDY OF BIS(SUBSTITUTED AMINOALKYLAMINO)ANTHRAQUINONES - EVALUATION OF THE RELATIONSHIP OF THE [2-[(2-HYDROXYETHYL)AMINO]ETHYL]AMINO SIDE-CHAIN WITH ANTI-NEOPLASTIC ACTIVITY [J].
ZEECHENG, RKY ;
PODREBARAC, EG ;
MENON, CS ;
CHENG, CC .
JOURNAL OF MEDICINAL CHEMISTRY, 1979, 22 (05) :501-505