title: Synthesis of tetrafluorinated aromatic amino acids with distinct signatures in 19F NMR.
abstract: Fluorinated amino acids serve as powerful tools in protein chemistry. We synthesized a series of para-substituted tetrafluorophenylalanines via the regioselective S(NAr) chemistry of the commercially available pentafluorophenylalanine Boc-Z. These novel unnatural amino acids display distinct (19)F NMR signatures, making them powerful tools for analyzing protein-membrane interactions with NMR spectroscopy.
authors.affiliation: Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467-3801, USA.
authors.forename: Luoheng
authors.initials: L
authors.lastname: Qin
authors.forename: Christopher
authors.initials: C
authors.lastname: Sheridan
authors.forename: Jianmin
authors.initials: J
authors.lastname: Gao
mesh_terms: D024322:Amino Acids, Aromatic / Q000138:chemical synthesis*; D003979:Diazonium Compounds / Q000737:chemistry; D017611:Fluorine Compounds / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
chemical_list: D024322:Amino Acids, Aromatic; D003979:Diazonium Compounds; D017611:Fluorine Compounds