Artificial metalloenzymes for enantioselective catalysis based on biotin-avidin

被引：201

作者：

Collot, J ^{[1
]}

Gradinaru, J ^{[1
]}

Humbert, N ^{[1
]}

Skander, M ^{[1
]}

Zocchi, A ^{[1
]}

Ward, TR ^{[1
]}

机构：

[1] Univ Neuchatel, Inst Chem, CH-2007 Neuchatel, Switzerland

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2003年 / 125卷 / 30期

关键词：

D O I：

10.1021/ja035545i

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Homogeneous and enzymatic catalysis offer complementary means to generate enantiomerically pure compounds. Incorporation of achiral biotinylated rhodium-diphosphine complexes into (strept)avidin yields artificial metalloenzymes for the hydrogenation of N-protected dehydroamino acids. A chemogenetic optimization procedure allows one to produce (R)-acetamidoalanine with 96% enantioselectivity. These hybrid catalysts display features reminiscent both of enzymatic and of homogeneous systems. Copyright © 2003 American Chemical Society.

引用

页码：9030 / 9031

页数：2

共 27 条

[1] Selective hydrogenation for fine chemicals: Recent trends and new developments
Blaser, HU
Malan, C
Pugin, B
Spindler, F
Steiner, H
Studer, M
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (1-2) : 103 - 151
[2] Bornscheuer UT, 1998, BIOTECHNOL BIOENG, V58, P554, DOI 10.1002/(SICI)1097-0290(19980605)58:5<554::AID-BIT12>3.0.CO
[3] 2-B
[4] Drauz K., 1995, ENZYME CATALYSIS ORG, V1
[5] Faber K, 1997, BIOTRANSFORMATIONS O, DOI 10.1007/978-3-319-61590-5
[6] Directed evolution of D-2-keto-3-deoxy-6-phosphogluconate aldolase to new variants for the efficient synthesis of D- and L-sugars
Fong, S
Machajewski, TD
Mak, CC
Wong, CH
[J]. CHEMISTRY & BIOLOGY, 2000, 7 (11): : 873 - 883
[7] Jacobsen E. N., 1999, COMPREHENSIVE ASYMME, V1- 3
[8] Jandeleit B, 1999, ANGEW CHEM INT EDIT, V38, P2495
[9] Mechanism of enantioselective Ti-catalyzed strecker reaction: Peptide-based metal complexes as bifunctional catalysts
Josephsohn, NS
Kuntz, KW
Snapper, ML
Hoveyda, AH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (47) : 11594 - 11599
[10] CHEMICAL MUTATION OF ENZYME ACTIVE-SITES
KAISER, ET
LAWRENCE, DS
[J]. SCIENCE, 1984, 226 (4674) : 505 - 511

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