title: A glucose-selective fluorescence sensor based on boronic acid-diol recognition.
abstract: A glucose selective diphenylboronic acid fluorescent sensor (10a) with a K(a) of 1472M(-1) has been synthesized and evaluated. This sensor shows a 43- and 49-fold selectivity for glucose over fructose and galactose, respectively. The binding affinity improvement is about 300-fold and the selectivity improvement for glucose over fructose is about 1400-fold compared with the monoboronic acid compound, phenylboronic acid. 1H NMR studies indicate that sensor 10a binds with alpha-D-glucofuranose in a bidentate manner (1:1 ratio).
authors.affiliation: Department of Chemistry, North Carolina State University, Raleigh, NC 27695-8204, USA.
authors.forename: Vishnu Vardhan
authors.initials: VV
authors.lastname: Karnati
authors.forename: Xingming
authors.initials: X
authors.lastname: Gao
authors.forename: Shouhai
authors.initials: S
authors.lastname: Gao
authors.forename: Wenqian
authors.initials: W
authors.lastname: Yang
authors.forename: Weijuan
authors.initials: W
authors.lastname: Ni
authors.forename: Sabapathy
authors.initials: S
authors.lastname: Sankar
authors.forename: Binghe
authors.initials: B
authors.lastname: Wang
mesh_terms: D015374:Biosensing Techniques / Q000379:methods*; D001896:Boron Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D005947:Glucose / Q000031:analogs & derivatives / Q000032:analysis*; D009682:Magnetic Resonance Spectroscopy; D012680:Sensitivity and Specificity; D013050:Spectrometry, Fluorescence
chemical_list: D001896:Boron Compounds; D005456:Fluorescent Dyes; C035757:diphenylborate; D005947:Glucose