4.5 Article

A novel mitochondria-localizing nitrobenzene derivative as a donor for photo-uncaging of nitric oxide

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 21, Issue 7, Pages 2000-2002

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2011.02.027

Keywords

Nitric oxide; Photoinduced release; Mitochondria; Electron spin trapping

Funding

  1. Ministry of Education, Culture, Sports Science, and Technology, Japan [21117514, 22590103]
  2. JST
  3. Japan Science Society [22-339]
  4. Grants-in-Aid for Scientific Research [21117514, 22590103] Funding Source: KAKEN

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We report a novel green-fluorescent NO donor, NBDNO, bearing a 2,6-dimethylnitrobenzene moiety for photocontrollable NO release and a triphenylphosphonium moiety for targeting to mitochondria. Photorelease of NO from NBDNO was confirmed by means of ESR analysis in aqueous solution. Intracellular release of NO from NBDNO was confirmed by using DAR-4M AM, an NO-specific fluorescence probe. NBDNO was colocalized with MitoRed, a mitochondrial stain, in HCT116 colon cancer cells. Our results indicate that NBDNO is an effective NO donor for time-controlled, mitochondria-specific NO treatment. (C) 2011 Elsevier Ltd. All rights reserved.

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