A Reaction-Based Sensing Scheme for Gold Species: Introduction of a (2-Ethynyl)benzoate Reactive Moiety

A Reaction-Based Sensing Scheme for Gold Species: Introduction of a (2-Ethynyl)benzoate Reactive Moiety

To alleviate side reactions identified in an N-propargyl-rhodamine lactam sensing system, we devised the novel reaction-based sensing scheme for gold species based on the alkynophilicity. A fluorescein (2-ethynyl)benzoate underwent Au(III)-promoted ester hydrolysis selectively over other metal ions...

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Veröffentlicht in:Organic letters 2012-10, Vol.14 (19), p.5062-5065
Hauptverfasser: Seo, Hyewon, Jun, Mi Eun, Egorova, Olga A, Lee, Kyung-Ha, Kim, Kyong-Tai, Ahn, Kyo Han
Format: Artikel
Sprache:eng
Schlagworte:
Benzoates - chemistry
Fluorescein - chemistry
Gold - chemistry
Models, Molecular
Molecular Structure
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Zusammenfassung:To alleviate side reactions identified in an N-propargyl-rhodamine lactam sensing system, we devised the novel reaction-based sensing scheme for gold species based on the alkynophilicity. A fluorescein (2-ethynyl)benzoate underwent Au(III)-promoted ester hydrolysis selectively over other metal ions with high sensitivity, which accompanies a turn-on fluorescence change in pH 7.4 HEPES buffer. The work offers a versatile reactive moiety for the development of gold probes with improved sensing properties.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol302291c