title: One-bead-one-catalyst approach to aspartic acid-based oxidation catalyst discovery.
abstract: We report an approach to the high-throughput screening of asymmetric oxidation catalysts. The strategy is based on application of the one-bead-one-compound library approach, wherein each of our catalyst candidates is based on a peptide scaffold. For this purpose, we rely on a recently developed catalytic cycle that employs an acid-peracid shuttle. To implement our approach, we developed a compatible linker and demonstrated that the library format is amenable to screening and sequencing of catalysts employing partial Edman degradation and MALDI mass spectrometry analysis. The system was applied to the discovery (and rediscovery) of catalysts for the enantioselective oxidation of a cyclohexene derivative. The system is now poised for application to unprecedented substrate classes for asymmetric oxidation reactions.
authors.affiliation: Department of Chemistry, Yale University, New Haven, Connecticut 06520-8107, United States.
authors.forename: Phillip A
authors.initials: PA
authors.lastname: Lichtor
authors.forename: Scott J
authors.initials: SJ
authors.lastname: Miller
mesh_terms: D001224:Aspartic Acid / Q000737:chemistry*; D002384:Catalysis; D010084:Oxidation-Reduction; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
chemical_list: D001224:Aspartic Acid