Activation of NO donors in mitochondria: peroxidase metabolism of (2-hydroxyamino-vinyl)-triphenyl-phosphonium by cytochrome c releases NO and protects cells against apoptosis.

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  • Additional Information
    • Source:
      Publisher: John Wiley & Sons Ltd Country of Publication: England NLM ID: 0155157 Publication Model: Print-Electronic Cited Medium: Print ISSN: 0014-5793 (Print) Linking ISSN: 00145793 NLM ISO Abbreviation: FEBS Lett Subsets: MEDLINE
    • Publication Information:
      Publication: Jan. 2016- : West Sussex : John Wiley & Sons Ltd.
      Original Publication: Amsterdam, North-Holland on behalf of the Federation of European Biochemical Societies.
    • Subject Terms:
      Apoptosis*/drug effects; Cytochromes c/*metabolism ; Hydroxylamines/*metabolism ; Mitochondria/*enzymology ; Nitric Oxide/*metabolism ; Nitric Oxide Donors/*metabolism ; Organophosphorus Compounds/*metabolism ; Peroxidases/*metabolism; Animals ; Caspase 3/metabolism ; Caspase 7/metabolism ; Catalysis/drug effects ; Cell Compartmentation ; Cytoprotection/drug effects ; Dactinomycin/pharmacology ; Enzyme Activation/drug effects ; Hydroxylamines/pharmacology ; Mice ; Mitochondria/drug effects ; Organophosphorus Compounds/pharmacology ; Oxidation-Reduction/drug effects ; Peroxidases/antagonists & inhibitors ; Phosphatidylserines/metabolism
    • Abstract:
      In mitochondrial apoptosis, the formation of cytochrome c-cardiolipin complex ([CL-cyt c]) with peroxidase properties is an early event in the cascade of reactions that leads to cell death. Herein, we report the synthesis of a new prodrug, (2-hydroxyamino-vinyl)-triphenyl-phosphonium (HVTP), which compartmentalizes exclusively into mitochondria, undergoes a [CL-cyt c]-catalyzed bioactivation to nitric oxide (NO), inhibits peroxidase activity, and protects cells from apoptosis.
    • Comments:
      Erratum in: FEBS Lett. 2008 May 14;582(11):1634. Greenberger, Joel S [added].
    • References:
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    • Grant Information:
      U19 AI068021 United States AI NIAID NIH HHS; U19 AI068021-010001 United States AI NIAID NIH HHS; U19 AI068021-019006 United States AI NIAID NIH HHS; U19 AI 068021 United States AI NIAID NIH HHS
    • Accession Number:
      0 ((2-hydroxyaminovinyl)triphenylphosphonium)
      0 (Hydroxylamines)
      0 (Nitric Oxide Donors)
      0 (Organophosphorus Compounds)
      0 (Phosphatidylserines)
      1CC1JFE158 (Dactinomycin)
      31C4KY9ESH (Nitric Oxide)
      9007-43-6 (Cytochromes c)
      EC 1.11.1.- (Peroxidases)
      EC 3.4.22.- (Caspase 3)
      EC 3.4.22.- (Caspase 7)
    • Publication Date:
      Date Created: 20080209 Date Completed: 20080424 Latest Revision: 20211020
    • Publication Date:
      20231215
    • Accession Number:
      PMC2275320
    • Accession Number:
      10.1016/j.febslet.2008.01.047
    • Accession Number:
      18258194