Document Detail

Development of a long-wavelength fluorescent probe based on quinone-methide-type reaction to detect physiologically significant thiols.
MedLine Citation:
PMID:  18558132     Owner:  NLM     Status:  MEDLINE    
We synthesized a new long-wavelength latent fluorimetric probe BCC (6) to detect physiologically significant thiols. The fluorogenic chemical transformation of BCC triggered by thiols is through a tandem reaction, thiol-induced benzoquinone reduction, and quinone-methide-type rearrangement reaction, which are spontaneous and irreversible at physiological temperature in aqueous media. The fluorescence signal revealed by this process is specific and exhibited in the near-red spectrum region with emission maxima at 595 nm, and it could be competitively inhibited by thiols scavenger, N-ethylmaleimide. The fluorescent response of BCC is insensitive to various non-thiol amino acids and biological reductants. This novel fluorimetric probe demonstrates a good relationship in detecting thiols in 1-100 microM range, which presents to the applicability for the construction of fiber-optic biosensors in the future clinical diagnostic.
Sheng-Tung Huang; Kuo-Neng Ting; Kun-Li Wang
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2008-05-13
Journal Detail:
Title:  Analytica chimica acta     Volume:  620     ISSN:  1873-4324     ISO Abbreviation:  Anal. Chim. Acta     Publication Date:  2008 Jul 
Date Detail:
Created Date:  2008-06-18     Completed Date:  2008-07-17     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0370534     Medline TA:  Anal Chim Acta     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  120-6     Citation Subset:  IM    
Institute of Biotechnology, National Taipei University of Technology, Taipei, Taiwan.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Amino Acids / chemistry
Chromatography, High Pressure Liquid
Coumarins / chemistry
Fluorescent Dyes / chemistry*
Indolequinones / chemistry*
Molecular Structure
Sulfhydryl Compounds / chemistry*
Reg. No./Substance:
0/Amino Acids; 0/Coumarins; 0/Fluorescent Dyes; 0/Indolequinones; 0/Sulfhydryl Compounds; 138230-21-4/quinone methide; 91-64-5/coumarin

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

Previous Document:  Assessment of dentifrice adulteration with diethylene glycol by means of ATR-FTIR spectroscopy and c...
Next Document:  Absorption-based highly sensitive and reproducible biochemical oxygen demand measurement method for ...