| Identification | Back Directory | [Name]
IBTP ((4-Iodobutyl)triphenylphosphonium) | [CAS]
159085-21-9 | [Synonyms]
IBTP (iodide)
4-iodobutyl(triphenyl)phosphanium
IBTP ((4-Iodobutyl)triphenylphosphonium) | [Molecular Formula]
C22H23I2P | [MDL Number]
MFCD06411422 | [MOL File]
159085-21-9.mol | [Molecular Weight]
572.21 |
| Hazard Information | Back Directory | [Description]
IBTP is a lipophilic cation that is accumulated in mitochondria and forms stable thioether adducts in a thiol-specific manner.1 As a result, mitochondrial proteins that have changed thiol redox state following oxidative stress are selectively tagged with IBTP and can be separated by two-dimensional electrophoresis and isolated.1 IBTP-tagged proteins can also be evaluated by immunoblotting using an antibody directed against the triphenylphosphonium moiety of the IBTP molecule.2 IBTP has also been used as a mitochondria-targeted soft electrophile to inhibit mitochondrial oxidative phosphorylation.3 | [storage]
Store at -20°C | [References]
1. Lin, T.-K., Hughes, G., Muratovska, A., et al. Specific modification of mitochondrial protein thiols in response to oxidative stress: A proteomics approach J. Biol. Chem. 277(19),17048-17056(2002).
2. Venkatraman, A., Landar, A., Davis, A.J., et al. Oxidative modification of hepatic mitochondria protein thiols: Effect of chronic alcohol consumption Am. J. Physiol. Gastrointest. Liver Physiol. 286(4),G521-G527(2004).
3. Vayalil, P.K., Oh, J.-Y., Zhou, F., et al. A novel class of mitochondria-targeted soft electrophiles modifies mitochondrial proteins and inhibits mitochondrial metabolism in breast cancer cells through redox mechanisms PLoS One 10(3),(2015). |
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