Iron porphyrin catalyzed oxidation of lignin model compounds: Oxidation of phenylpropane and phenylpropene model compounds

被引：15
作者：
Cui, F [1 ]
Dolphin, D [1 ]
机构：
[1] UNIV BRITISH COLUMBIA,DEPT CHEM,VANCOUVER,BC V6T 1Z1,CANADA
来源：
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1995年 / 73卷 / 12期
关键词：
lignin; ligninase; iron porphyrin; model; degradation;
D O I：
10.1139/v95-267
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The oxidation of 1-(4-ethoxy-3-methoxyphenyl)propane (2) and 1-(4-ethoxy-3-methoxyphenyl)propene (3) by meso-tetra(2,6-dichloro-3-sulphonatophe)porphyrin iron chloride (TDCSPPFeCl, 1) and tert-butylhydroperoxide (t-BuOOH) are discussed. In addition to a C-alpha-hydroxylation product, demethoxylation and direct aromatic ring cleavage products were found in the oxidation of 2. When 3 was oxidized by 1 and t-BuOOH in aqueous acetonitrile, an acetonitrile-incorporated product was found. A mechanism for the oxidation of 3 is proposed.
引用
收藏
页码：2153 / 2157
页数：5
相关论文
共 41 条
[1]  
ANDERSSON LA, 1985, J BIOL CHEM, V260, P6080
[2]   LIGNIN PEROXIDASE - RESONANCE RAMAN SPECTRAL EVIDENCE FOR COMPOUND-II AND FOR A TEMPERATURE-DEPENDENT COORDINATION-STATE EQUILIBRIUM IN THE FERRIC ENZYME [J].
ANDERSSON, LA ;
RENGANATHAN, V ;
LOEHR, TM ;
GOLD, MH .
BIOCHEMISTRY, 1987, 26 (08) :2258-2263
[3]  
BUMPUS JA, 1985, SCIENCE, V228, P434
[4]   IRON PORPHYRIN CATALYZED OXIDATION OF LIGNIN MODEL COMPOUNDS - THE OXIDATION OF VERATRYL ALCOHOL AND VERATRYL ACETATE [J].
CUI, FT ;
DOLPHIN, D .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1992, 70 (08) :2314-2318
[5]  
ENOKI A, 1981, ARCH MICROBIOL, V129, P141, DOI 10.1007/BF00455350
[6]   AN EXTRACELLULAR H2O2-REQUIRING ENZYME PREPARATION INVOLVED IN LIGNIN BIODEGRADATION BY THE WHITE ROT BASIDIOMYCETE PHANEROCHAETE-CHRYSOSPORIUM [J].
GLENN, JK ;
MORGAN, MA ;
MAYFIELD, MB ;
KUWAHARA, M ;
GOLD, MH .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1983, 114 (03) :1077-1083
[7]   PURIFICATION AND CHARACTERIZATION OF AN EXTRACELLULAR H2O2-REQUIRING DIARYLPROPANE OXYGENASE FROM THE WHITE ROT BASIDIOMYCETE, PHANEROCHAETE-CHRYSOSPORIUM [J].
GOLD, MH ;
KUWAHARA, M ;
CHIU, AA ;
GLENN, JK .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1984, 234 (02) :353-362
[8]  
Griffin B. W., 1979, PORPHYRINS, V7, P333
[9]  
HABE T, 1985, MOKUZAI GAKKAISHI, V31, P54
[10]  
HABE T, 1985, J CHEM SOC CHEM COMM, P1324
12345