TPP-IOA
TPP-IOA is a cytochrome c peroxidase inhibitor. TPP-IOA inhibits apoptosis by preventing cardiolipin oxidation and cytochrome c release to the cytosol. TPP-IOA disrupts oxidative phosphorylation in isolated mitochondria. TPP-IOA inhibits cell death in SH-SY5Y cells grown in glucose, but not galactose. TPP-IOA causes mitochondrial depolarization and network fragmentation. TPP-lOA mitigates radiation induced death in mice.
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- CAS No.: 1423018-61-4
- Formula: C42H56BrN2O2P
- Molecular Weight:731.78
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
TPP-IOA (0-10 μM) physically interacts with cytochrome c, dose-dependently inhibiting both ascorbate-mediated cytochrome c reduction and the rate of resorufin formation in cytochrome c/cardiolipin solution[1].
TPP-IOA (0.5-10 μM) suppresses resorufin formation in isolated mitochondria, with significant inhibition at 5 μM, which is due to its imidazole-containing oleic acid moiety[1].
TPP-IOA (0-10 μM) exhibits IC50 values of 0.65 nmol per nmol cytochrome c for peroxidase activity and 5.28 nmol per nmol cytochrome c for reduction activity[1].
TPP-IOA (0.5-10 μM) dose-dependently reduces the respiratory control ratio and oxidative phosphorylation coupling efficiency in rat liver mitochondria[1].
TPP-IOA (1 μM, 3 h) reduces mitochondrial membrane potential, disrupts mitochondrial reticulum morphology, decreases mitochondrial content, and inhibits FCCP-uncoupled respiration while maintaining basal oxygen consumption in SH-SY5Y cells[1].
TPP-IOA (0.25-5 μM) inhibits H2O2-induced total death & caspase-3 activity in SH-SY5Y cells in glucose but not galactose medium[1][2].
TPP-IOA (2.5-5 μM, 48 h) shows radiation mitigating effects on mouse embryonic cells in a model of intrinsic apoptosis induced in mouse embryonic cells by γirradiation as evidenced by PS externalization, caspase 3/7 activation and cyt c release[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:SH-SY5Y cells
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Concentration:1 μM
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Incubation Time:3 h
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Result:Showed a less interconnected, more fragmented mitochondrial reticulum.
Increased the absolute number of individual mitochondrial network-like structures in cells.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:C57BL/6NTac female mice were exposed to total body irradiation to a dose of 9.25 Gy using a cesium source[2].
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Dosage:5 mg/kg
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Administration:i.p. daily for 52 days (10 min, 1 h before irradiation or 10 min, 1 h, 5 h 24 h after irradiation)
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Result:Showed a strong radiomitigative effect.
Chemical Information
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CAS No. 1423018-61-4
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Molecular Weight 731.78
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Formula C42H56BrN2O2P
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SMILES
CCCCCC[C@H](N1C=CN=C1)C/C=C\CCCCCCCC(OCCC[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)=O.[Br-]
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Maddalena LA, et al. The mitochondria-targeted imidazole substituted oleic acid 'TPP-IOA' affects mitochondrial bioenergetics and its protective efficacy in cells is influenced by cellular dependence on aerobic metabolism. Biochim Biophys Acta Bioenerg. 2017 Jan;1858(1):73-85. [Content Brief]
[2]. Atkinson J, et al. A mitochondria-targeted inhibitor of cytochrome c peroxidase mitigates radiation-induced death. Nat Commun. 2011 Oct 11;2:497. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
TPP-IOA Related Classifications
HY-176775 Related Classifications
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