title: Synthesis of a novel BODIPY library and its application in the discovery of a fructose sensor.
abstract: We prepared a new library of 160 compounds by conjugation of a BODIPY core to a collection of aldehydes. This library was screened against 52 biologically relevant analytes and we identified one fluorescent sensor of fructose (Fructose Orange). Fructose Orange showed a 24-fold fluorescence increase upon recognition of fructose and an outstanding selectivity among 24 different saccharides. NMR studies confirmed that five different binding interactions were formed between the sensor and fructose. Furthermore, Fructose Orange was applied to the quantification of fructose in soft drinks, being the most selective fluorescent sensor for fructose reported to date.
authors.forename: Duanting
authors.initials: D
authors.lastname: Zhai
authors.forename: Sung-Chan
authors.initials: SC
authors.lastname: Lee
authors.forename: Marc
authors.initials: M
authors.lastname: Vendrell
authors.forename: Lai Peng
authors.initials: LP
authors.lastname: Leong
authors.forename: Young-Tae
authors.initials: YT
authors.lastname: Chang
mesh_terms: D001628:Beverages / Q000032:analysis; D001896:Boron Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D005632:Fructose / Q000032:analysis*; D012680:Sensitivity and Specificity; D013050:Spectrometry, Fluorescence / Q000379:methods*
chemical_list: C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D001896:Boron Compounds; D005456:Fluorescent Dyes; D005632:Fructose