Comparing the catalytic efficiency of some mediators of laccase

被引:305
作者
Fabbrini, M
Galli, C
Gentili, P
机构
[1] Univ Roma La Sapienza, Dipartimento Chim, I-00185 Rome, Italy
[2] Univ Roma La Sapienza, CNR, Ctr Meccanismi Reaz, I-00185 Rome, Italy
关键词
laccase; mediators; electron transfer; H-atom abstraction; lignin degradation; TEMPO;
D O I
10.1016/S1381-1177(01)00067-4
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The mechanism of oxidation of non-phenolic substrates by laccase/mediators systems has been investigated. Oxidation of 4-methoxybenzyl alcohol (1), taken as a benchmark reaction, enabled us to compare and to rank the relative ability of twelve mediators: TEMPO proved most effective, and a ionic mechanism is suggested for its action. Data on intermolecular selectivity of substrate oxidation are in favour of an electron transfer (ET) mechanism in the case of ABTS-mediated oxidations, and of a radical mechanism in HBT- and HPI-mediated reactions. Investigation by cyclic voltammetry (CV) of some of the mediators revealed that an important role in determining the mechanism of substrate oxidation may be played by the stability of the oxidised form of the mediator, as well as by its redox potential. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:231 / 240
页数:10
相关论文
共 45 条
[1]  
Adler E., 1952, Svensk Papperstidning, V55, P563
[2]  
AKHTAR M, 1997, ADV BIOCH ENG BIOTEC, V57, pCH4
[3]   OXIDATION OF DIOLS WITH ALKALI HYPOCHLORITES CATALYZED BY OXAMMONIUM SALTS UNDER 2-PHASE CONDITIONS [J].
ANELLI, PL ;
BANFI, S ;
MONTANARI, F ;
QUICI, S .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (12) :2970-2972
[4]   SIDE-CHAIN OXIDATION OF ALPHA-SUBSTITUTED 4-METHOXYTOLUENES BY POTASSIUM 12-TUNGSTOCOBALT(III)ATE - THE EFFECT OF ALPHA-SUBSTITUENTS ON THE FORMATION AND DEPROTONATION OF THE INTERMEDIATE CATION RADICALS [J].
BACIOCCHI, E ;
BIETTI, M ;
MATTIOLI, M .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (25) :7106-7110
[5]   Kinetic studies on oxidation of veratryl alcohol by laccase-mediator system - Part 1. Effects of mediator concentration [J].
Balakshin, MY ;
Chen, CL ;
Gratzl, JS ;
Kirkman, AG ;
Jakob, H .
HOLZFORSCHUNG, 2000, 54 (02) :165-170
[6]   Lignin and Mn peroxidase-catalyzed oxidation of phenolic lignin oligomers [J].
Banci, L ;
Ciofi-Baffoni, S ;
Tien, M .
BIOCHEMISTRY, 1999, 38 (10) :3205-3210
[7]   Lifetime, reduction potential and base-induced fragmentation of the veratryl alcohol radical cation in aqueous solution. Pulse radiolysis studies on a ligninase "mediator" [J].
Bietti, M ;
Baciocchi, E ;
Steenken, S .
JOURNAL OF PHYSICAL CHEMISTRY A, 1998, 102 (38) :7337-7342
[8]   Reactivities of various mediators and laccases with kraft pulp and lignin model compounds [J].
Bourbonnais, R ;
Paice, MG ;
Freiermuth, B ;
Bodie, E ;
Borneman, S .
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 1997, 63 (12) :4627-4632
[9]   Electrochemical analysis of the interactions of laccase mediators with lignin model compounds [J].
Bourbonnais, R ;
Leech, D ;
Paice, MG .
BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS, 1998, 1379 (03) :381-390
[10]  
BOURBONNAIS R, 1992, APPL MICROBIOL BIOT, V36, P823, DOI 10.1007/BF00172202