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

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journal contribution
posted on 14.10.2004 by Kristen E. Secor, Timothy E. Glass
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.