title: Syntheses and characterizations of 4-(3,17beta-dihydroxyestra-1,3,5(10)-trien-6alpha- and 6beta-yl)amino-7-nitro-2,1,3-benzoxadiazoles as fluorescent probes.
abstract: 4-(3,17Beta-dihydroxyestra-1,3,5(10)-trien-6alpha- and 6beta-yl)amino-7-nitro-2,1,3-benzoxadiazoles have been synthesized and characterized as fluorescent probes for use in a receptor assay and/or a homogeneous immunoassay for estradiol. The fluorescence intensities are strongly dependent upon the solvent polarity used. The intensities in water were reduced to less than 1% of those in ethyl acetate, and a blue shift was also observed in polar solvents. The quenched fluorescence in aqueous solution was recovered by adding bovine serum albumin or an anti-estradiol antibody. Adding intact estradiol inhibited the fluorescence recovered by the antibody.
authors.affiliation: Department of Analytical Chemistry, School of Pharmaceutical Sciences, University of Shizuoka, Japan. tomo@spirit.gcrc.upenn.edu
authors.forename: Tomoyuki
authors.initials: T
authors.lastname: Oe
authors.forename: Miki
authors.initials: M
authors.lastname: Ikuta
authors.forename: Toshimasa
authors.initials: T
authors.lastname: Toyo'oka
mesh_terms: D004958:Estradiol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000276:immunology; D005456:Fluorescent Dyes / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D007150:Immunohistochemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D012710:Serum Albumin, Bovine / Q000032:analysis; D012997:Solvents; D013050:Spectrometry, Fluorescence
chemical_list: D005456:Fluorescent Dyes; D007202:Indicators and Reagents; D010069:Oxadiazoles; D012997:Solvents; D012710:Serum Albumin, Bovine; D004958:Estradiol