Selective amine recognition: development of a chemosensor for dopamine and norepinephrine.
[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.
Department of Chemistry, University of Missouri, Columbia, Missouri 65211, USA.
Kristen E
KE
Secor
Timothy E
TE
Glass
D004298:Dopamine / Q000032:analysis* / Q000737:chemistry; D009638:Norepinephrine / Q000032:analysis* / Q000737:chemistry; D013056:Spectrophotometry, Ultraviolet
D004298:Dopamine; D009638:Norepinephrine