Modification of cyclodextrins for use as artificial enzymes

被引:39
作者
D'Souza, VT [1 ]
机构
[1] Univ Missouri, Dept Chem & Biochem, St Louis, MO 63121 USA
关键词
D O I
10.1080/1061027031000078220
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The magical powers of enzymes have been attributed to their ability to bind specific substrates and catalyze reactions of the bound substrate. Artificial enzymes synthetically mimic the binding and the catalytic site to produce molecules that are not only smaller in size but also potentially have similar activity to the real enzymes. The main objective of our research is to create artificial redox enzymes by using cyclodextrins as binding sites and attaching flavin derivatives as the catalytic site. We have developed a strategy to attach a catalytic site to cyclodextrin exclusively at the 2-, 3- or the 6-position. The evaluation of the artificial enzyme in which flavin is attached to the 2-position gives a 647-fold acceleration factor. Although this is modest compared to those of real enzymes (which can have acceleration factors of a trillion), the artificial enzymes allow us to understand the elements that contribute to the incredible catalytic power of enzymes.
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页码:221 / 229
页数:9
相关论文
共 23 条
[1]  
Bender M.L., 1978, Cyclodextrin Chemistry
[2]   Biomimetic reactions catalyzed by cyclodextrins and their derivatives [J].
Breslow, R ;
Dong, SD .
CHEMICAL REVIEWS, 1998, 98 (05) :1997-2011
[3]   BIOMIMETIC CHEMISTRY AND ARTIFICIAL ENZYMES - CATALYSIS BY DESIGN [J].
BRESLOW, R .
ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (03) :146-153
[4]   MINIATURE ORGANIC-MODELS OF ENZYMES [J].
DSOUZA, VT ;
BENDER, ML .
ACCOUNTS OF CHEMICAL RESEARCH, 1987, 20 (04) :146-152
[5]  
FERSHT A, 1985, ENZYME STRUCTURE MEC, P29
[6]   An NMR approach for the determination of the substitution pattern in mono-modified cyclodextrins [J].
Forgo, P ;
D'Souza, VT .
TETRAHEDRON LETTERS, 1999, 40 (49) :8533-8537
[7]  
GOKEL GW, 2000, ADV SUPRAMOLECULAR C, V6
[8]   THE CIRCULAR DICHROISM SPECTRA OF THE BETA-CYCLODEXTRIN COMPLEX WITH NAPHTHALENE DERIVATIVES [J].
HARATA, K ;
UEDAIRA, H .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1975, 48 (02) :375-378
[9]   Methods for selective modifications of cyclodextrins [J].
Khan, AR ;
Forgo, P ;
Stine, KJ ;
D'Souza, VT .
CHEMICAL REVIEWS, 1998, 98 (05) :1977-1996
[10]   MECHANISM OF REACTION OF DITHIOLS WITH FLAVINS [J].
LOECHLER, EL ;
HOLLOCHER, TC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (11) :3235-3237