Journal
COMPTES RENDUS CHIMIE
Volume 10, Issue 8, Pages 678-683Publisher
ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
DOI: 10.1016/j.crci.2007.02.020
Keywords
artificial metalloenzymes; biotin-avidin technology; asymmetric catalysis; enantioselective hydrogenation
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We report on our efforts to create efficient artificial metalloenzymes for the enantioselective hydrogenation of N-protected dehydroamino acids using streptavidin as host protein. Introduction of an (R)-proline spacer between the biotin anchor and the diphosphine moiety affords a versatile ligand Biot-(R)-Pro-1 which displays good (S)-selectivities in the presence of streptavidin (91% ee). The resulting artificial metalloenzyme [Rh(Biot-(R)-Pro-1)(COD)](+) subset of WT-Sav displays increased stability against organic solvents.
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