Artificial Metalloenzymes for Enantioselective Catalysis Based on Biotin−Avidin
- 1 July 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 125 (30) , 9030-9031
- https://doi.org/10.1021/ja035545i
Abstract
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.Keywords
This publication has 22 references indexed in Scilit:
- Selective Hydrogenation for Fine Chemicals: Recent Trends and New DevelopmentsAdvanced Synthesis & Catalysis, 2003
- Asymmetric Catalytic Mannich Reactions Catalyzed by Urea Derivatives: Enantioselective Synthesis of β-Aryl-β-Amino AcidsJournal of the American Chemical Society, 2002
- Searching for New Reactivity (Nobel Lecture) Copyright© The Nobel Foundation 2002. We thank the Nobel Foundation, Stockholm, for permission to print this lecture. Adapted with the permission of the editors from “Coelacanths and Catalysis”: K. B. Sharpless, Tetrahedron 1994, 50, 4235.Angewandte Chemie International Edition in English, 2002
- Asymmetric Hydrogenations (Nobel Lecture) Copyright© The Nobel Foundation 2002. We thank the Nobel Foundation, Stockholm, for permission to print this lecture.Angewandte Chemie International Edition in English, 2002
- Asymmetric Catalysis: Science and Opportunities (Nobel Lecture) Copyright© The Nobel Foundation 2002. We thank the Nobel Foundation, Stockholm, for permission to print this lecture.Angewandte Chemie International Edition in English, 2002
- Mechanism of Enantioselective Ti-Catalyzed Strecker Reaction: Peptide-Based Metal Complexes as Bifunctional CatalystsJournal of the American Chemical Society, 2001
- Directed evolution of D-2-keto-3-deoxy-6-phosphogluconate aldolase to new variants for the efficient synthesis of D- and L-sugarsChemistry & Biology, 2000
- Combinatorial Materials Science and CatalysisAngewandte Chemie International Edition in English, 1999
- Biotransformations in Organic ChemistryPublished by Springer Nature ,1997
- Enzyme Catalysis in Organic SynthesisPublished by Wiley ,1995