2,4-Dinitrobenzenesulfonyl Fluoresceins as Fluorescent Alternatives to Ellman's Reagent in Thiol-Quantification Enzyme Assays

Fluorescent sensor for thiols: Deprotection of nonfluorescent 1 by thiols (R′SH) proceeds rapidly and near‐quantitatively in aqueous solution (pH 7.4) to produce highly fluorescent 2. Assays performed in the presence of 1 provide a rapid and simple method for the determination of inhibitory constant...

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Published inAngewandte Chemie International Edition Vol. 44; no. 19; pp. 2922 - 2925
Main Authors Maeda, Hatsuo, Matsuno, Hiromi, Ushida, Mai, Katayama, Kohei, Saeki, Kanako, Itoh, Norio
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 06.05.2005
WILEY‐VCH Verlag
Wiley
Subjects
Butyrylcholinesterase - chemistry
Chemistry
Chemistry, Multidisciplinary
Cholinesterase Inhibitors - chemistry
Dithionitrobenzoic Acid - chemistry
enzymes
Fluorescein - chemistry
Fluoresceins - chemistry
fluorescence
Fluorescent Dyes - chemistry
high-throughput screening
Humans
inhibitors
Molecular Structure
Physical Sciences
Science & Technology
Sensitivity and Specificity
sensors
Sulfhydryl Compounds - analysis
Sulfhydryl Compounds - chemistry
Sulfones - chemistry
RATES
DESIGN
sensors
ACETYLCHOLINESTERASE
fluorescence
GLUTATHIONE
REACTIVITY
enzymes
high-throughput screening inhibitors
INHIBITORS
SULFHYDRYL GROUPS
PROBES
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Summary:Fluorescent sensor for thiols: Deprotection of nonfluorescent 1 by thiols (R′SH) proceeds rapidly and near‐quantitatively in aqueous solution (pH 7.4) to produce highly fluorescent 2. Assays performed in the presence of 1 provide a rapid and simple method for the determination of inhibitory constants for inhibitors such as donepezil toward acetyl‐ and butyrylcholinesterases.
Bibliography:The authors thank Eisai Co., Ltd. (Tokyo, Japan) for the generous gift of donepezil. This work was supported in part by a Grant-in-Aid for Scientific Research (B 15390012) from the Ministry of Education, Culture, Sports, Science, and Technology of Japan.
ArticleID:ANIE200500114
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istex:1473E9D2C9396C913F0C59A1233CFAA2B0340ACC
The authors thank Eisai Co., Ltd. (Tokyo, Japan) for the generous gift of donepezil. This work was supported in part by a Grant‐in‐Aid for Scientific Research (B 15390012) from the Ministry of Education, Culture, Sports, Science, and Technology of Japan.
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200500114