Design and Synthesis of Long-Wavelength Fluorescent Boronic Acid Reporter Compounds

2007 ◽  
Vol 2007 (13) ◽  
pp. 2091-2099 ◽  
Author(s):  
Junfeng Wang ◽  
Shan Jin ◽  
Senol Akay ◽  
Binghe Wang
2007 ◽  
Vol 35 (4) ◽  
pp. 1222-1229 ◽  
Author(s):  
Na Lin ◽  
Jun Yan ◽  
Zhen Huang ◽  
Craig Altier ◽  
Minyong Li ◽  
...  

2005 ◽  
Author(s):  
J. Bruce Pitner ◽  
K. Joseph Thomas ◽  
Douglas B. Sherman ◽  
Javier Alarcon ◽  
Ghulam Mohiuddin ◽  
...  

Sensors ◽  
2012 ◽  
Vol 12 (5) ◽  
pp. 5420-5431 ◽  
Author(s):  
Shingo Saito ◽  
Tara L. Massie ◽  
Takeshi Maeda ◽  
Hiroyuki Nakazumi ◽  
Christa L. Colyer

2007 ◽  
Vol 35 (15) ◽  
pp. 5274-5274 ◽  
Author(s):  
N. Lin ◽  
J. Yan ◽  
Z. Huang ◽  
C. Altier ◽  
M. Li ◽  
...  

2012 ◽  
Vol 22 (3) ◽  
pp. 1397-1401 ◽  
Author(s):  
Daniel P. O’Connell ◽  
Daniel F. LeBlanc ◽  
Debra Cromley ◽  
Jeffrey Billheimer ◽  
Daniel J. Rader ◽  
...  

2013 ◽  
Vol 31 (8) ◽  
pp. 1095-1101 ◽  
Author(s):  
Hongyan Bai ◽  
Qian Sun ◽  
Haiyu Tian ◽  
Junhong Qian ◽  
Lingyi Zhang ◽  
...  

2019 ◽  
Vol 44 (3-4) ◽  
pp. 152-160
Author(s):  
Guiqian Fang ◽  
Hao Wang ◽  
Zhancun Bian ◽  
Guimin Zhang ◽  
Min Guo ◽  
...  

Long-wavelength fluorescent sensors with large Stokes shifts show useful applications in chemical biology and clinical laboratory diagnosis. We have recently reported [4-(4-{[3-(4-boronobenzamido)propyl]carbamoyl}quinolin-2-yl)phenyl]boronic acid that can selectively recognize d-ribose in a buffer solution of pH 7.4. However, the short emission wavelength (395 nm) and aggregation-caused quenching effect are not conducive to applications as a sensor. Novel diboronic acid compounds are synthesized using 2-(4-boronophenyl)quinoline-4-carboxylic acid as the building block and p-phenylenediamine as the linker. These compounds show aggregation-induced emission and fluorescence emission at about 500 nm. In addition, after binding to most carbohydrates, the aggregated state of the boronic acid–containing compounds is dissociated, resulting in fluorescence quenching. Using [4-(4-{[4-(3-borono-5-methoxybenzamido)phenyl]carbamoyl}quinoline-2-yl)phenyl]boronic acid as an example, addition of 55 mM of d-ribose resulted in the strongest quenching of 83% for all the tested carbohydrates, indicating selectively recognizing d-ribose. The reciprocal of the fluorescence intensity change showed a good linear relationship with the reciprocal of d-ribose concentration ( R2 ⩾ 0.99), indicating sensor binding to d-ribose in a ratio of 1:1 to form an inclusion complex. The fluorescence emission is red-shifted compared to 2-(4-boronophenyl)quinoline-4-carboxylic acid and its common derivatives, which provides a new method for the development of long-wavelength fluorescent sensors.


RSC Advances ◽  
2020 ◽  
Vol 10 (62) ◽  
pp. 38085-38096
Author(s):  
Kexin Zheng ◽  
Long Jiang ◽  
Shitao Yu ◽  
Mo Xian ◽  
Zhanqian Song ◽  
...  

Chemically modified materials efficiently captured 1,3-propanediol via the specific affinity between boronic acid and diol.


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