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.
Secor
Kristen E
KE
Department of Chemistry, University of Missouri, Columbia, Missouri 65211, USA.
Glass
Timothy E
TE
D004298:Dopamine / Q000032:analysis* / Q000737:chemistry; D009638:Norepinephrine / Q000032:analysis* / Q000737:chemistry; D013056:Spectrophotometry, Ultraviolet
D004298:Dopamine; D009638:Norepinephrine