Hydroxythiazole-Based Fluorescent Probes for Fluoride Ion Detection


Autoria(s): Calderon-Ortiz, Lorena K.; Taeuscher, Eric; Bastos, Erick Leite; Goerls, Helmar; Weiss, Dieter; Beckert, Rainer
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

20/08/2013

20/08/2013

2012

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

http://dx.doi.org/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