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Selective Amine Recognition: Development of a Chemosensor for Dopamine and Norepinephrine

2004; American Chemical Society; Volume: 6; Issue: 21 Linguagem: Inglês

10.1021/ol048625f

1523-7060

Kristen Secor, Timothy E. Glass,

Advanced Chemical Sensor Technologies

[reaction: see text] A boronic acid-containing coumarin aldehyde was designed and synthesized. The sensor binds to catecholamines such as dopamine and norepinephrine by forming an iminium ion with the amine as well as a boronate ester with the catechol. An internal hydrogen bond produces a colorimetric response to these analytes with good selectivity for catecholamines over simple amines. The fluorescence of the sensor is quenched by the catechol.