Albumin-conjugated corrole metal complexes: Extremely simple yet very efficient biomimetic oxidation systems

被引:249
作者
Mahammed, A
Gross, Z [1 ]
机构
[1] Technion Israel Inst Technol, Dept Chem, IL-32000 Haifa, Israel
[2] Technion Israel Inst Technol, Inst Catalysis Sci & Technol, IL-32000 Haifa, Israel
关键词
D O I
10.1021/ja045372c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An extremely simple biomimetic oxidation system, consisting of mixing metal complexes of amphiphilic corroles with serum albumins, utilizes hydrogen peroxide for asymmetric sulfoxidation in up to 74% ee. The album in-conjugated manganese corroles also display catalase-like activity, and mechanistic evidence points toward oxidant-coordinated manganese(III) as the prime reaction intermediate.
引用
收藏
页码:2883 / 2887
页数:5
相关论文
共 43 条
[1]   Multiple active oxidants in competitive epoxidations catalyzed by porphyrins and corroles [J].
Collman, JP ;
Zeng, L ;
Decréau, RA .
CHEMICAL COMMUNICATIONS, 2003, (24) :2974-2975
[2]   ENANTIOSELECTIVITY AND DIASTEROSELECTIVITY IN THE PERIODATE-OXIDATION OF SULFIDES CATALYZED BY BOVINE SERUM-ALBUMIN .2. [J].
COLONNA, S ;
BANFI, S ;
ANNUNZIATA, R ;
CASELLA, L .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (06) :891-895
[3]   Preparation and initial characterization of the compound I, II, and III states of iron methylchlorin-reconstituted horseradish peroxidase and myoglobin: Models for key intermediates in iron chlorin enzymes [J].
Coulter, ED ;
Cheek, J ;
Ledbetter, AP ;
Chang, CK ;
Dawson, JH .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2000, 279 (03) :1011-1015
[4]   Oxidation, epoxidation and sulfoxidation reactions catalysed by haloperoxidases [J].
Dembitsky, VM .
TETRAHEDRON, 2003, 59 (26) :4701-4720
[5]  
Erben C., 2000, PORPHYRIN HDB, V2
[6]   Recent developments in the synthesis and utilization of chiral sulfoxides [J].
Fernández, I ;
Khiar, N .
CHEMICAL REVIEWS, 2003, 103 (09) :3651-3705
[7]   A perspective of one-pot pyrrole-aldehyde condensations as versatile self-assembly processes [J].
Ghosh, A .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (15) :1918-1931
[8]  
Golubkov G, 2001, ANGEW CHEM INT EDIT, V40, P2132, DOI 10.1002/1521-3773(20010601)40:11<2132::AID-ANIE2132>3.0.CO
[9]  
2-5
[10]   Oxidations catalyzed by metallocorroles [J].
Gross, Z ;
Gray, HB .
ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (2-3) :165-170