Efficient acid-catalyzed 18F/19F fluoride exchange of BODIPY dyes Journal Article


Authors: Keliher, E. J.; Klubnick, J. A.; Reiner, T.; Mazitschek, R.; Weissleder, R.
Article Title: Efficient acid-catalyzed 18F/19F fluoride exchange of BODIPY dyes
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 18F-labeled BODIPY-FL fluorophore has emerged as an important platform, but little is known about alternative 18F-labeling strategies or labeling on red-shifted fluorophores. In this study we explore acid-catalyzed 18F/ 19F exchange on a range of commercially available N-hydroxysuccinimidyl ester and maleimide BODIPY fluorophores. We show this method to be a simple and efficient 18F-labeling strategy for a diverse span of fluorescent compounds, including a BODIPY-modified PARP-1 inhibitor, and amine- and thiol-reactive BODIPY fluorophores. A colorful exchange: In this study we explore acid-catalyzed 18F/19F exchange on a range of commercially available NHS ester and maleimide BODIPY fluorophores. We show this method to be a simple and efficient 18F-labeling strategy for a diverse range of fluorescent compounds, including a BODIPY-modified PARP-1 inhibitor, and amine- and thiol-reactive BODIPY fluorophores. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Keywords: positron emission tomography; fluorescence; molecular imaging; fluorine-18; bodipy
Journal Title: ChemMedChem
Volume: 9
Issue: 7
ISSN: 1860-7179
Publisher: Wiley Blackwell  
Date Published: 2014-07-01
Start Page: 1368
End Page: 1373
Language: English
DOI: 10.1002/cmdc.201300506
PROVIDER: scopus
PUBMED: 24596307
PMCID: PMC4145401
DOI/URL:
Notes: Export Date: 1 August 2014 -- CODEN: CHEMG -- Source: Scopus
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  1. Thomas Reiner
    136 Reiner