Amines are ubiquitous with chemical industry and a wide range of biological processes. The nitrogen’s lone pair of electrons provides access to unique reactivity, pH sensitivity, and electron transfer mechanisms. We took advantage of the electron transfer mechanisms and present a novel amine sensor which utilizes the amine lone pair to generate a turn-on response. We use BODIPY as the fluorophore as a result of its known high quantum yield and high phtostability. BODIPY is also known to act as an electron donor or an electron acceptor depending on the attached electron deficient or electron rich systems. Our design starts with a quenched BODIPY, such that an electron transfer from the amine restores the fluorescence of the sensor.

Turning PET on and off to sense amines with BODIPY fluorescence

2019 Fall National Meeting

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