Synthesis of 3-derivatized pyrroles precursors polymers for functionalization with biomolecules toward biosensor devices

被引:15
作者
Korri-Youssoufi, H
Makrouf, B
Yassar, A
机构
[1] Univ Paris 11, Inst Chim Mol Orsay, Ctr Orsay, Lab Chim Bioorgan & Bioinorgan, F-91405 Orsay, France
[2] Univ Paris 07, Inst Topol & Dynam Syst, F-75251 Paris 05, France
来源
MATERIALS SCIENCE & ENGINEERING C-BIOMIMETIC AND SUPRAMOLECULAR SYSTEMS | 2001年 / 15卷 / 1-2期
关键词
substituted polypyrrole; biosensors; biotin-avidin;
D O I
10.1016/S0928-4931(01)00209-0
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
In this report, we explore the synthesis and the characterization of some new pyrrole monomers bearing various active groups such as amino and alcohol activated esters. The functionalized monomers undergo facile electropolymerization to give electrode bound electroactive polymers. In the case where the pyrrole is bearing the amino group, the 3-(omega -aminopropyl) pyrrole, the amine must be protonated or protected in order to electropolymerize the monomer. The precursor polymers can be functionalized by various molecules via post polymerization chemistry. Biomolecules such as biotin were substituted onto precursor polymers and the biological recognition with avidin was determined by the change in redox properties of the backbone polymer. (C) 2001 Elsevier Science BN. All rights reserved.
引用
收藏
页码:265 / 268
页数:4
相关论文
共 10 条
[1]   CONDUCTING POLYMER-FILMS - ATTACHMENT OF PYRROLE GROUPS TO OPEN-CHAIN NITROGEN-CONTAINING LIGANDS AND RELATED SPECIES [J].
BARTLETT, PN ;
CHUNG, LY ;
MOORE, P .
ELECTROCHIMICA ACTA, 1990, 35 (08) :1273-1278
[2]   Post-polymerization functionalization of conducting polymers: Novel poly(alkylthiophene)s substituted with easily replaceable activated ester groups [J].
Bauerle, P ;
Hiller, M ;
Scheib, S ;
Sokolowski, M ;
Umbach, E .
ADVANCED MATERIALS, 1996, 8 (03) :214-&
[3]  
Chen Y, 1998, POLYM INT, V47, P43
[4]   Biomolecule immobilization on electrode surfaces by entrapment or attachment to electrochemically polymerized films. A review [J].
Cosnier, S .
BIOSENSORS & BIOELECTRONICS, 1999, 14 (05) :443-456
[5]   Synthesis and polymerization of 2-(3-pyrrolyl)acetic acid derivatives from pyrrole. [J].
HoHoang, A ;
Fache, F ;
Lemaire, M .
SYNTHETIC COMMUNICATIONS, 1996, 26 (07) :1289-1304
[6]   Toward bioelectronics: Specific DNA recognition based on an oligonucleotide-functionalized polypyrrole [J].
KorriYoussoufi, H ;
Garnier, F ;
Srivastava, P ;
Godillot, P ;
Yassar, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (31) :7388-7389
[7]  
KORRIYOUSSOUFI H, 1993, J CHEM SOC CHEM COMM, P1550
[8]   BIOINORGANIC REACTION CENTERS ON ELECTRODES - MODIFIED ELECTRODES POSSESSING AMINO-ACID, PEPTIDE AND FERREDOXIN-TYPE GROUPS ON A POLY(PYRROLE) BACKBONE [J].
PICKETT, CJ ;
RYDER, KS .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1994, (14) :2181-2189
[9]   CONJUGATED POLY(THIOPHENES) - SYNTHESIS, FUNCTIONALIZATION, AND APPLICATIONS [J].
RONCALI, J .
CHEMICAL REVIEWS, 1992, 92 (04) :711-738
[10]   Synthesis of a biotin functionalized pyrrole and its electropolymerization: toward a versatile avidin biosensor [J].
Torres-Rodriguez, LM ;
Roget, A ;
Billon, M ;
Bidan, G .
CHEMICAL COMMUNICATIONS, 1998, (18) :1993-1994