Enantioselective Artificial Metalloenzymes by Creation of a Novel Active Site at the Protein Dimer Interface

被引：139

作者：

Bos, Jeffrey ^{[1
]}

Fusetti, Fabrizia ^{[2
,3
]}

Driessen, Arnold J. M. ^{[4
,5
]}

Roelfes, Gerard ^{[1
]}

机构：

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

[2] Univ Groningen, Groningen Biomol Sci & Biotechnol Inst, Dept Biochem, NL-9747 AG Groningen, Netherlands

[3] Univ Groningen, NPC, NL-9747 AG Groningen, Netherlands

[4] Univ Groningen, Groningen Biomol Sci & Biotechnol Inst, Dept Mol Microbiol, NL-9747 AG Groningen, Netherlands

[5] Univ Groningen, Zernike Inst Adv Mat, NL-9747 AG Groningen, Netherlands

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 30期

关键词：

artificial metalloenzyme; asymmetric catalysis; copper; Diels-Alder reactions; dimeric protein; BIOTIN-AVIDIN; CATALYSIS; COMPLEXES; OXIDATION; DESIGN; LMRR;

D O I：

10.1002/anie.201202070

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A game of two halves: Artificial metalloenzymes are generated by forming a novel active site on the dimer interface of the transcription factor LmrR. Two copper centers are incorporated by binding to ligands in each half of the dimer. With this system up to 97% ee was obtained in the benchmark Cu II catalyzed Diels-Alder reaction (see scheme). Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：7472 / 7475

页数：4

共 32 条

[1] LmrR is a transcriptional repressor of expression of the multidrug ABC transporter lmrCD in Lactococcus lactis [J].

Agustiandari, Herfita ;

Lubelski, Jacek ;

van Saparoea, H. Bart van den Berg ;

Kuipers, Oscar P. ;

Driessen, Arnold J. M. .

JOURNAL OF BACTERIOLOGY, 2008, 190 (02) :759-763

[2] Protein oligomerization: How and why [J].

Ali, MH ;

Imperiali, B .

BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (17) :5013-5020

[3] Incorporation of Manganese Complexes into Xylanase: New Artificial Metalloenzymes for Enantioselective Epoxidation [J].

Allard, Mathieu ;

Dupont, Claude ;

Munoz Robles, Victor ;

Doucet, Nicolas ;

Lledos, Agusti ;

Marechal, Jean-Didier ;

Urvoas, Agathe ;

Mahy, Jean-Pierre ;

Ricoux, Remy .

CHEMBIOCHEM, 2012, 13 (02) :240-251

[4] A site-selective dual anchoring strategy for artificial metalloprotein design [J].

Carey, JR ;

Ma, SK ;

Pfister, TD ;

Garner, DK ;

Kim, HK ;

Abramite, JA ;

Wang, ZL ;

Guo, ZJ ;

Lu, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (35) :10812-10813

[5] Artificial metalloenzymes for enantioselective catalysis based on biotin-avidin [J].

Collot, J ;

Gradinaru, J ;

Humbert, N ;

Skander, M ;

Zocchi, A ;

Ward, TR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (30) :9030-9031

[6]

Coquiere D., 2009, ANGEW CHEM, V121, P5261

[7] 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

[8] A semisynthetic metalloenzyme based on a protein cavity that catalyzes the enantioselective hydrolysis of ester and amide substrates [J].

Davies, RR ;

Distefano, MD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (48) :11643-11652

[9] Bioinspired Catalyst Design and Artificial Metalloenzymes [J].

Deuss, Peter J. ;

den Heeten, Rene ;

Laan, Wouter ;

Kamer, Paul C. J. .

CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (17) :4680-4698

[10] Artificial Transfer Hydrogenases for the Enantioselective Reduction of Cyclic Imines [J].

Duerrenberger, Marc ;

Heinisch, Tillmann ;

Wilson, Yvonne M. ;

Rossel, Thibaud ;

Nogueira, Elisa ;

Knoerr, Livia ;

Mutschler, Annette ;

Kersten, Karoline ;

Zimbron, Malcolm Jeremy ;

Pierron, Julien ;

Schirmer, Tilman ;

Ward, Thomas R. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (13) :3026-3029

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