DNA-based asymmetric catalysis

被引:312
作者
Roelfes, G
Feringa, BL
机构
[1] Univ Groningen, Dept Organ Chem, Stratingh Inst, NL-9747 AG Groningen, Netherlands
[2] Univ Groningen, Dept Biochem, NL-9747 AG Groningen, Netherlands
[3] Univ Groningen, Inst Biotechnol, NL-9747 AG Groningen, Netherlands
关键词
asymmetric catalysis; copper; cycloaddition; deoxyribozymes; DNA;
D O I
10.1002/anie.200500298
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) A twist in catalysis! The chirality of DNA is transferred directly to a Diels-Alder reaction by using a DNA-tethered catalyst. A catalytically active copper complex with achiral ligands self-assembles with DNA to give products with up to 90% ee, as is the case for the exo isomer of product 1. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3230 / 3232
页数:3
相关论文
共 25 条
[1]  
ADDISON AW, 1981, INORG CHEM, V20, P103, DOI 10.1021/ic50215a024
[2]   Recent advances in the in vitro evolution of nucleic acids [J].
Bittker, JA ;
Phillips, KJ ;
Liu, DR .
CURRENT OPINION IN CHEMICAL BIOLOGY, 2002, 6 (03) :367-374
[3]   Pyranosyl-RNA: Chiroselective self-assembly of base sequences by ligative oligomerization of tetranucleotide-2',3'-cyclophosphates (with a commentary concerning the origin of biomolecular homochirality) [J].
Bolli, M ;
Micura, R ;
Eschenmoser, A .
CHEMISTRY & BIOLOGY, 1997, 4 (04) :309-320
[4]   The chemical repertoire of natural ribozymes [J].
Doudna, JA ;
Cech, TR .
NATURE, 2002, 418 (6894) :222-228
[5]   Recognition and reaction of metallointercalators with DNA [J].
Erkkila, KE ;
Odom, DT ;
Barton, JK .
CHEMICAL REVIEWS, 1999, 99 (09) :2777-2795
[6]  
Faber K., 2000, Biotransformations in Organic Chemistry, V4th
[7]   Directed evolution of nucleic acid enzymes [J].
Joyce, GF .
ANNUAL REVIEW OF BIOCHEMISTRY, 2004, 73 :791-836
[8]  
Kozlov IA, 2000, ANGEW CHEM INT EDIT, V39, P4292, DOI 10.1002/1521-3773(20001201)39:23<4292::AID-ANIE4292>3.0.CO
[9]  
2-S
[10]  
KOZLOV IA, 2000, ANGEW CHEM, V112, P4462