Keliher Edmund J, Klubnick Jenna A, Reiner Thomas, Mazitschek Ralph, Weissleder Ralph
Center for Systems Biology, Massachusetts General Hospital, Richard B. Simches Research Center, 185 Cambridge Street, Boston, MA 02114 (USA).
ChemMedChem. 2014 Jul;9(7):1368-73. doi: 10.1002/cmdc.201300506. Epub 2014 Mar 5.
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.
含氟荧光染料是正电子发射断层扫描成像化合物的重要验证剂，因为它们可以通过荧光成像在细胞中轻松验证。特别是，（18）F标记的BODIPY-FL荧光团已成为一个重要平台，但对于替代的（18）F标记策略或红移荧光团上的标记知之甚少。在本研究中，我们探索了在一系列市售的N-羟基琥珀酰亚胺酯和马来酰亚胺BODIPY荧光团上进行酸催化的（18）F/（19）F交换。我们证明该方法是一种简单有效的（18）F标记策略，适用于多种荧光化合物，包括BODIPY修饰的PARP-1抑制剂以及胺反应性和硫醇反应性BODIPY荧光团。
