Efficient acid-catalyzed (18) F/(19) F fluoride exchange of BODIPY dyes

高效酸催化(18)F/(19)F氟化物交换BODIPY染料

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作者:Edmund J Keliher, Jenna A Klubnick, Thomas Reiner, Ralph Mazitschek, Ralph Weissleder

Abstract

Fluorine-containing fluorochromes are important validation agents for positron emission tomography imaging compounds, as they can be readily validated in cells by fluorescence imaging. In particular, the (18) F-labeled BODIPY-FL fluorophore has emerged as an important platform, but little is known about alternative (18) F-labeling strategies or labeling on red-shifted fluorophores. In this study we explore acid-catalyzed (18) F/(19) F exchange on a range of commercially available N-hydroxysuccinimidyl ester and maleimide BODIPY fluorophores. We show this method to be a simple and efficient (18) F-labeling strategy for a diverse span of fluorescent compounds, including a BODIPY-modified PARP-1 inhibitor, and amine- and thiol-reactive BODIPY fluorophores.

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