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Artificial metalloenzymes for enantioselective catalysis based on biotin-avidin
Journal
Journal of the American Chemical Society
Volume
125
Number
30
Pages / Article-Number
9030-1
Keywords
Avidins Role: CAT (Catalyst use), USES (Uses) (biotinylated complexes; artificial metalloenzymes for enantioselective catalysis based on biotin-avidin); Enzymes Role: CAT (Catalyst use), USES (Uses) (metallo-, artificial; for enantioselective catalysis based on biotin-avidin); Hydrogenation (stereoselective, of acetamidoacrylic acid; artificial metalloenzymes for enantioselective catalysis based on biotin-avidin); artificial metalloenzyme enantioselective catalyst biotin avidin amino acid
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.
