Hydroxythiazole-Based Fluorescent Probes for Fluoride Ion Detection
Contribuinte(s) |
UNIVERSIDADE DE SÃO PAULO |
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Data(s) |
20/08/2013
20/08/2013
2012
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Resumo |
This work describes the synthesis of five O-silyloxy-1,3-thiazoles and their use as fast-response turn-on probes for fluoride ion detection in polar aprotic solvents and in aqueous cetyltrimethylammonium bromide micellar medium. The fluoride-triggered deprotection of these silyl ethers results in ca. 180-nm shifts in the fluorescence emission wavelengths. All compounds are suitable for the detection of fluoride ions with a detection limit in DMSO of 107 mol?L1; derivatives containing a 2-pyridyl moiety in the thiazole system are more efficient than those with a 3- or 4-pyridyl moiety. Typical anionic interferents, such as acetate or chloride, are not detected by O-silyloxy-1,3-thiazoles, making these compounds very specific for fluoride. Deutscher Akademischer Austausch Dienst (DAAD) Deutscher Akademischer Austausch Dienst (DAAD) National Council for Scientific and Technological Development (CNPq) National Council for Scientific and Technological Development (CNPq) [304887/2010-2] |
Identificador |
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, WEINHEIM, v. 750, n. 13, pp. 2535-2541, MAY, 2012 1434-193X http://www.producao.usp.br/handle/BDPI/32629 10.1002/ejoc.201200140 |
Idioma(s) |
eng |
Publicador |
WILEY-V C H VERLAG GMBH WEINHEIM |
Relação |
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY |
Direitos |
closedAccess Copyright WILEY-V C H VERLAG GMBH |
Palavras-Chave | #HETEROCYCLES #FLUORIDES #SILYL ETHERS #FLUORESCENT PROBES #FIREFLY BIOLUMINESCENCE #1,2-DIOXETANES #CHEMILUMINESCENCE #LUMINESCENCE #PROTECTION #MECHANISM #LUCIFERIN #LIGANDS #SOLVENT #CHEMI #CHEMISTRY, ORGANIC |
Tipo |
article original article publishedVersion |