DNA-based asymmetric catalysis

被引：248

作者：

Boersma, Arnold J. ^{[1
]}

Megens, Rik P. ^{[1
]}

Feringa, Ben L. ^{[1
]}

Roelfes, Gerard ^{[1
]}

机构：

[1] Univ Groningen, Stratingh Inst Chem, NL-9747 AG Groningen, Netherlands

来源：

CHEMICAL SOCIETY REVIEWS | 2010年 / 39卷 / 06期

关键词：

DIELS-ALDER REACTION; ARTIFICIAL METALLOENZYMES; 2-ACYL IMIDAZOLES; SITE; RNA; ACCELERATION; COMPLEXES; PROTEIN;

D O I：

10.1039/b811349c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The unique chiral structure of DNA has been a source of inspiration for the development of a new class of bio-inspired catalysts. The novel concept of DNA-based asymmetric catalysis, which was introduced only five years ago, has been applied successfully in a variety of catalytic enantioselective reactions. In this tutorial review, the ideas behind this novel concept will be introduced, an overview of the catalytic chemistry available to date will be given and the role of DNA in catalysis will be discussed. Finally, an overview of new developments of potential interest for DNA-based asymmetric catalysis will be provided.

引用

页码：2083 / 2092

页数：10

共 50 条

[1]

[Anonymous], 1999, COMPREHENSIVE ASYMME

[2] DNA-based asymmetric catalysis: Sequence-dependent rate acceleration and enantioselectivity [J].

Boersma, Arnold J. ;

Klijn, Jaap E. ;

Feringa, Ben L. ;

Roelfes, Gerard .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (35) :11783-11790

[3] α,β-unsaturated 2-acyl imidazoles as a practical class of dienophiles for the DNA-Based catalytic asymmetric diels-alder reaction in water [J].

Boersma, Arnold J. ;

Feringa, Ben L. ;

Roelfes, Gerard .

ORGANIC LETTERS, 2007, 9 (18) :3647-3650

[4] Enantioselective Friedel-Crafts Reactions in Water Using a DNA-Based Catalyst [J].

Boersma, Arnold J. ;

Feringa, Ben L. ;

Roelfes, Gerard .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (18) :3346-3348

[5] AN ANTIBODY-CATALYZED BIMOLECULAR DIELS-ALDER REACTION [J].

BRAISTED, AC ;

SCHULTZ, PG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (20) :7430-7431

[6] DNA-based phosphane ligands [J].

Caprioara, Mihaela ;

Fiammengo, Roberto ;

Engeser, Marianne ;

Jaeschke, Andres .

CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (07) :2089-2095

[7] DNA and RNA can be equally efficient catalysts for carbon-carbon bond formation [J].

Chandra, Madhavaiah ;

Silverman, Scott K. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (10) :2936-2937

[8] SYNTHESIS FROM DNA OF A MOLECULE WITH THE CONNECTIVITY OF A CUBE [J].

CHEN, JH ;

SEEMAN, NC .

NATURE, 1991, 350 (6319) :631-633

[9] DNA-Based catalytic enantioselective Michael reactions in water [J].

Coquiere, David ;

Feringa, Ben L. ;

Roelfes, Gerard .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (48) :9308-9311

[10] Enantioselective Artificial Metalloenzymes Based on a Bovine Pancreatic Polypeptide Scaffold [J].

Coquiere, David ;

Bos, Jeffrey ;

Beld, Joris ;

Roelfes, Gerard .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (28) :5159-5162

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