8-Quinolineboronic acid phosphorescent molecular switch (8-QBA-PMS) in the "off" state emitted weak room temperature phosphorescence (RTP) of 8-QBA on the acetylcellulose membrane (ACM) with the perturbation of Pb(2+). When 8-QBA-PMS was used to label concanavalin agglutinin (Con A) to form 8-QBA-PMS-Con A based on the reaction between -OH of 8-QBA-PMS and -COOH of Con A, 8-QBA-PMS turned "on" automatically due to its structure change, and RTP of the system increased 2.7 times. Besides, -NH(2) of 8-QBA-PMS-Con A could carry out affinity adsorption (AA) reaction with the -COOH of alpha-fetoprotein variant (AFP-V) to form the product Con A-AFP-V-Con A-8-QBA-PMS containing -NH-CO- bond, causing the RTP of the system to further increase. Moreover, the amount of AFP-V was linear to the DeltaI(p) of the system in the range of 0.012-2.40 (fg spot(-1)). Thus, a new affinity sensitive adsorption solid substrate room temperature phosphorimetry using 8-QBA-PMS as labelling reagent (8-QBA-PMS-AASSRTP) for the determination of AFP-V was proposed with the detection limit (LD) of 9 x 10(-15) g mL(-1). It had been used to determine AFP-V in human serum with the results agreeing with enzyme-link immunoassay (ELISA), showing promise for the prediction of PHC due to the intimate association between AFP-V and primary hepatocellular carcinoma (PHC). The mechanism of the promethod was also discussed.
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http://dx.doi.org/10.1016/j.aca.2010.01.030 | DOI Listing |
Spectrochim Acta A Mol Biomol Spectrosc
September 2010
Department of Chemistry and Environmental Science, Zhangzhou Normal College, Zhangzhou 363000, PR China.
The 8-quinolineboronic acid phosphorescent molecular switch (abbreviated as PMS-8-QBA. Thereinto, 8-QBA is 8-quinolineboronic acid, and PMS is phosphorescent molecular switch) was found for the first time. PMS-8-QBA, which was in the "off" state, could only emit weak room temperature phosphorescence (RTP) on the acetyl cellulose membrane (ACM).
View Article and Find Full Text PDFAnal Chim Acta
March 2010
Department of Chemistry and Environmental Science, Zhangzhou Normal College, Xianzhiqian Street, 36# Zhangzhou, Fujian 363000, PR China.
8-Quinolineboronic acid phosphorescent molecular switch (8-QBA-PMS) in the "off" state emitted weak room temperature phosphorescence (RTP) of 8-QBA on the acetylcellulose membrane (ACM) with the perturbation of Pb(2+). When 8-QBA-PMS was used to label concanavalin agglutinin (Con A) to form 8-QBA-PMS-Con A based on the reaction between -OH of 8-QBA-PMS and -COOH of Con A, 8-QBA-PMS turned "on" automatically due to its structure change, and RTP of the system increased 2.7 times.
View Article and Find Full Text PDFAcc Chem Res
June 2009
Department of Chemistry, Durham University, Science Laboratories, South Road, Durham DH1 3LE, United Kingdom.
Amino acids have been known to catalyze organic reactions for many years, but their boronic acid counterparts are much less well-studied. Although there are a number of useful general approaches to the synthesis of protected aminoboronic acids, many practical challenges remain in the isolation and purification of free aminoboronic acids. Despite these issues, now several different chiral and achiral aminoboronic acids show promise as bifunctional organic catalysts.
View Article and Find Full Text PDFTetrahedron
April 2007
Department of Chemistry and Center for Biotechnology and Drug Design, Georgia State University, Atlanta, GA 30302-4089.
The boronic acid functional group plays very important roles in sugar recognition, catalysis, organic synthesis, and supramolecular assembly. Therefore, understanding the unique properties of this functional group is very important. 8-Quinolineboronic acid (8-QBA) is found to be capable of self-assembling in solid state through a unique intermolecular B-N bond mechanism reinforced by intermolecular boronic anhydride formation, π-π stacking, and hydrogen bond formation.
View Article and Find Full Text PDFBioorg Med Chem Lett
March 2003
Department of Chemistry, North Carolina State University, Raleigh, NC 27695-8204, USA.
In this paper we report 8-quinolineboronic acid as a novel type of fluorescent probe for carbohydrates. This boronic acid responds to the binding of a carbohydrate with over 40-fold increases in fluorescence intensity and shows optimal fluorescence change at physiological pH in aqueous solution.
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