title: Fluorene-based boronic acids as fluorescent chemosensor for monosaccharides at physiological pH.
abstract: Two fluorene-based boronic acids, 9,9-dimethyl-9H-fluoren-2-yl-2-boronic acid (1) and 9,9-dimethyl-9H-fluoren-2,7-diyl-2,7-diboronic acid (2), were synthesized and their sensing abilities for detection of D-monosaccharides were investigated by fluorescence at physiological pH. It was found that both boronic acids 1 and 2 have high selectivity and sensitivity for D-fructose with stability constant of 47.2 and 412.9, respectively. The sensor 2 showed a linear response toward D-fructose in the concentration range from 5 × 10(-5) to 10(-1) mol L(-1) with the detection limit of 2 × 10(-5) mol L(-1).
authors.affiliation: Department of Organic Chemistry, Faculty of Chemistry, University of Mazandaran, Babolsar, Iran.
authors.forename: Rahman
authors.initials: R
authors.lastname: Hosseinzadeh
authors.affiliation: Department of Molecular and Cell Biology, Faculty of Basic Sciences, University of Mazandaran, Babolsar, Iran.
authors.forename: Maryam
authors.initials: M
authors.lastname: Mohadjerani
authors.affiliation: Department of Organic Chemistry, Faculty of Chemistry, University of Mazandaran, Babolsar, Iran.
authors.forename: Mona
authors.initials: M
authors.lastname: Pooryousef
mesh_terms: D001897:Boronic Acids / Q000737:chemistry*; D002021:Buffers; D005449:Fluorenes / Q000737:chemistry*; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D057230:Limit of Detection; D015335:Molecular Probes / Q000737:chemistry; D009005:Monosaccharides / Q000032:analysis* / Q000378:metabolism; D013050:Spectrometry, Fluorescence / Q000379:methods*
chemical_list: D001897:Boronic Acids; D002021:Buffers; D005449:Fluorenes; D005456:Fluorescent Dyes; D015335:Molecular Probes; D009005:Monosaccharides; C041509:fluorene
keywords: boronic acid; chemosensor; fluorene; fluorescence; saccharide