Enzyme-initiated domino (cascade) reactions

被引:174
作者
Mayer, SF [1 ]
Kroutil, W [1 ]
Kurt, F [1 ]
机构
[1] Graz Univ, Dept Chem Organ & Bioorgan Chem, A-8010 Graz, Austria
关键词
D O I
10.1039/b105493g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Domino or cascade reactions involve the transformation of materials through several inseparable steps, which often proceed via highly reactive intermediates. In the case where the reaction sequence is triggered by a biocatalyst, such as an enzyme, the cascade may proceed in a highly chemo- or stereoselective way. In this review, emphasis is laid on biocatalyzed domino reactions of non-natural compounds (rather than natural substrates) which have been aptly denoted as 'enzyme-initiated' (or -'triggered) domino (or cascade) reactions. Biosynthetic pathways involving biological cascade reactions are out of the scope of this review (see, for example, D. E. Cane, Chem. Rev., 1990, 90, 1089).
引用
收藏
页码:332 / 339
页数:8
相关论文
共 29 条
[1]   THE EPOXIDE HYDROLASE CATALYZED-HYDROLYSIS OF TRANS-3-BROMO-1,2-EPOXYCYCLOHEXANE - A DIRECT PROOF FOR A GENERAL BASE-CATALYZED MECHANISM OF THE ENZYMATIC HYDRATION [J].
BELLUCCI, G ;
BERTI, G ;
FERRETTI, M ;
MARIONI, F ;
RE, F .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1981, 102 (03) :838-844
[2]   STEREOCHEMICAL ASPECTS OF CYTOSOLIC EPOXIDE HYDROLASE HYDRATION OF METHYL DIEPOXYSTEARATES [J].
BORHAN, B ;
NOUROOZZADEH, J ;
UEMATSU, T ;
HAMMOCK, BD ;
KURTH, MJ .
TETRAHEDRON, 1993, 49 (13) :2601-2612
[3]   RECENT ADVANCES IN THE USE OF TANDEM REACTIONS FOR ORGANIC-SYNTHESIS [J].
BUNCE, RA .
TETRAHEDRON, 1995, 51 (48) :13103-13159
[4]   The anomalous course of the microsomal transformation of the exo-2,3-epoxides of norbornene and norbornadiene.: The possible involvement of a general acid activation during the enzymatic hydrolysis of these oxides [J].
Chiappe, C ;
De Rubertis, A ;
Marioni, F ;
Simonetti, A .
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2000, 10 (05) :539-544
[5]  
Faber K., 2000, Biotransformations in Organic Chemistry, V4th
[6]  
Grether U, 2001, CHEM-EUR J, V7, P959, DOI 10.1002/1521-3765(20010302)7:5<959::AID-CHEM959>3.3.CO
[7]  
2-B
[8]   Man-made enzymes -: from design to in vitro compartmentalisation [J].
Griffiths, AD ;
Tawfik, DS .
CURRENT OPINION IN BIOTECHNOLOGY, 2000, 11 (04) :338-353
[9]   The stereochemistry of palladium catalysed cyclisation reactions .C. Cascade reactions [J].
Heumann, A ;
Reglier, M .
TETRAHEDRON, 1996, 52 (28) :9289-9346
[10]   STEREOCONTROLLED SYNTHESIS OF 2,5-LINKED BISTETRAHYDROFURANS VIA THE TRIEPOXIDE CASCADE REACTION [J].
HOYE, TR ;
SUHADOLNIK, JC .
TETRAHEDRON, 1986, 42 (11) :2855-2862