2016
Synthesis and evaluation of phenylalanine-derived trifluoromethyl ketones for peptide-based oxidation catalysis
Featherston AL, Miller SJ. Synthesis and evaluation of phenylalanine-derived trifluoromethyl ketones for peptide-based oxidation catalysis. Bioorganic & Medicinal Chemistry 2016, 24: 4871-4874. PMID: 27452284, PMCID: PMC5053897, DOI: 10.1016/j.bmc.2016.07.012.Peer-Reviewed Original Research
2011
Chemoenzymatic Synthesis of Each Enantiomer of Orthogonally Protected 4,4-Difluoroglutamic Acid: A Candidate Monomer for Chiral Brønsted Acid Peptide-Based Catalysts
Li Y, Miller SJ. Chemoenzymatic Synthesis of Each Enantiomer of Orthogonally Protected 4,4-Difluoroglutamic Acid: A Candidate Monomer for Chiral Brønsted Acid Peptide-Based Catalysts. The Journal Of Organic Chemistry 2011, 76: 9785-9791. PMID: 22039908, PMCID: PMC3228520, DOI: 10.1021/jo2018679.Peer-Reviewed Original ResearchConceptsDifluoroglutamic acidEnhanced catalytic activityFunctional group manipulationsΑ-amino acidGlutamic acid derivativesReduction reactionOxidation reactionParent amino acidCoupling reactionCatalytic activityCandidate monomersChemoenzymatic synthesisSelective formationAsymmetric synthesisGroup manipulationsScalable procedurePeptide bondEnzymatic resolutionAcid derivativesSynthetic materialsSynthesisReactionEnantiomersAcidCatalyst