Preparation of an 18F-Labeled Hydrocyanine Dye as a Multimodal Probe for Reactive Oxygen Species

Salma Al-Karmi, Silvia A. Albu, Alyssa Vito, Nancy Janzen, Shannon Czorny, Laura Banevicius, Max Nanao, Jon A Zubieta, Alfredo Capretta, John F. Valliant

Research output: Contribution to journalArticle

14 Scopus citations

Abstract

Hydrocyanine dyes are sensitive “turn-on” type optical probes that can detect reactive oxygen species (ROS). We have developed a method to prepare an 18F-labeled hydrocyanine dye as a multi-modal PET and optical “turn-on” probe. A commercially available near infrared (NIR) dye was modified with a fluorinated prosthetic group that did not alter its ROS sensing properties in the presence of superoxide and hydroxyl radicals. The 18F-labeled analogue was produced using a single-step terminal fluorination procedure. Positron emission tomography (PET) imaging and quantitative in vivo biodistribution studies indicated this novel probe had remarkably different pharmacokinetics compared to the oxidized cyanine analogue. The chemistry reported enables the use of quantitative and dynamic PET imaging for the in vivo study of hydrocyanine dyes as ROS probes.

Original languageEnglish (US)
Pages (from-to)254-258
Number of pages5
JournalChemistry - A European Journal
Volume23
Issue number2
DOIs
StatePublished - Jan 5 2017

Keywords

  • fluorescent probes
  • fluorine
  • multimodal
  • PET
  • reactive oxygen species

ASJC Scopus subject areas

  • Chemistry(all)

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    Al-Karmi, S., Albu, S. A., Vito, A., Janzen, N., Czorny, S., Banevicius, L., Nanao, M., Zubieta, J. A., Capretta, A., & Valliant, J. F. (2017). Preparation of an 18F-Labeled Hydrocyanine Dye as a Multimodal Probe for Reactive Oxygen Species. Chemistry - A European Journal, 23(2), 254-258. https://doi.org/10.1002/chem.201604473