A glucose-selective fluorescence sensor based on boronic acid-diol recognition.
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).
Karnati
Vishnu Vardhan
VV
Department of Chemistry, North Carolina State University, Raleigh, NC 27695-8204, USA.
Gao
Xingming
X
Gao
Shouhai
S
Yang
Wenqian
W
Ni
Weijuan
W
Sankar
Sabapathy
S
Wang
Binghe
B
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
D001896:Boron Compounds; D005456:Fluorescent Dyes; C035757:diphenylborate; D005947:Glucose