Document Detail


Chemical and photophysical mechanism of fluorescence enhancement of 3-quinolineboronic acid upon change of pH and binding with carbohydrates.
MedLine Citation:
PMID:  21154923     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
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. Copyright © 2010 John Wiley & Sons, Ltd.
Authors:
Qian Jin Shen; Wei Jun Jin
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2010-12-13
Journal Detail:
Title:  Luminescence : the journal of biological and chemical luminescence     Volume:  -     ISSN:  1522-7243     ISO Abbreviation:  -     Publication Date:  2010 Dec 
Date Detail:
Created Date:  2010-12-14     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100889025     Medline TA:  Luminescence     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
College of Chemistry, Beijing Normal University, Beijing 100875, People's Republic of China.
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