TY - JOUR
T1 - New fluorescent receptor composed of two imidazoliums, two pyrenes and a boronic acid for the recognition of DOPAC
AU - Jun, Eun Jin
AU - Liub, Hongguang
AU - Choi, Ji Young
AU - Lee, Jin Yong
AU - Yoon, Juyoung
N1 - Funding Information:
This work was supported by a Korean National Creative Research Initiative ( 2012R1A3A2048814 ) and WCU program ( R31-2008-000-10010-0 ). The work at Sungkyunkwan University was supported by NRF grant ( 2007-0056343 ) funded by MEST . Mass spectral data were obtained from the Korea Basic Science Institute (Daegu) on a Jeol JMS 700 high resolution mass spectrometer.
PY - 2013
Y1 - 2013
N2 - A new fluorescent receptor composed of two imidazoliums, two pyrenes and a boronic acid has been synthesized and studied for the recognition of 3,4-dihydroxyphenylacetic acid (DOPAC), which is the metabolite of dopamine. Dopamine, l-DOPA and catechol also induced fluorescence quenching effects, however, 1 displayed a largest association constant with DOPAC. In addition, d-fructose, d-glucose and l-phenylalanine did not show any significant fluorescence change. These fluorescence changes were observed at pH 7.4 in HEPES(0.02 M, pH 7.4)-CH3CN (95:5, v/v). As far as we are aware of, our receptor 1 is the first example of fluorescent chemosensor which shows selectivity for DOPAC. The unique intermolecular excimer formation and fluorescence quenching effects with DOPAC and catechol are carefully explained based on the theoretical calculations.
AB - A new fluorescent receptor composed of two imidazoliums, two pyrenes and a boronic acid has been synthesized and studied for the recognition of 3,4-dihydroxyphenylacetic acid (DOPAC), which is the metabolite of dopamine. Dopamine, l-DOPA and catechol also induced fluorescence quenching effects, however, 1 displayed a largest association constant with DOPAC. In addition, d-fructose, d-glucose and l-phenylalanine did not show any significant fluorescence change. These fluorescence changes were observed at pH 7.4 in HEPES(0.02 M, pH 7.4)-CH3CN (95:5, v/v). As far as we are aware of, our receptor 1 is the first example of fluorescent chemosensor which shows selectivity for DOPAC. The unique intermolecular excimer formation and fluorescence quenching effects with DOPAC and catechol are carefully explained based on the theoretical calculations.
KW - Boronic acid
KW - Catechol
KW - DOPAC
KW - Dopamine
KW - Fluorescent chemosensor
KW - Imidazolium
KW - Pyrene
UR - http://www.scopus.com/inward/record.url?scp=84875419070&partnerID=8YFLogxK
U2 - 10.1016/j.snb.2012.10.066
DO - 10.1016/j.snb.2012.10.066
M3 - Article
AN - SCOPUS:84875419070
SN - 0925-4005
VL - 176
SP - 611
EP - 617
JO - Sensors and Actuators, B: Chemical
JF - Sensors and Actuators, B: Chemical
ER -