Home
Resources
Publications
Chemical and Photophysical Mechanism of Fluorescence Enhancement of 3-quinolineboronic Acid Upon Change of pH and Binding With Carbohydrates

Chemical and Photophysical Mechanism of Fluorescence Enhancement of 3-quinolineboronic Acid Upon Change of pH and Binding With Carbohydrates

Qian Jin Shen, Wei Jun Jin

Luminescence. Nov-Dec 2011;26(6):494-9.

PMID: 22162450

Abstract:

The free 3-quinolineboronic acid (3-QBA) with the lowest (n-π*) excited singlet is non- or weakly fluorescent while protonated 3-QBA has the lowest (π-π*) excited singlet state and is highly fluorescent. The hybridization of boronic atom or charge transfer from aromatic ring to boronic acid group plays a secondary role in affecting fluorescence intensity. Binding with carbohydrate at a proper acidity, the hybridization of boron atom changes from sp(2) to sp(3) and the nitrogen atom in the quinoline ring is partially protonated, resulting in large enhancement of fluorescence. Meanwhile, the fluorescent lifetime of 3-QBA produces obvious change by binding with carbohydrates. Quinoline boronic acid is an important water-soluble fluorescence sensor for carbohydrate recognition. Both the remarkable changes in intensity and lifetime of 3-QBA can act as working parameters in recognition of carbohydrates at physiological pH.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP191162397	3-Quinolineboronic acid		191162-39-7	Price

As a specialist in analytical chemical Products, Alfa Chemistry offers consumers a wealth of raw materials and a full range of technologies and services.

QUICK LINKS

HEADQUARTERS

Tel:

Fax:

Email: