Malondialdehyde
From Wikipedia, the free encyclopedia
| Malondialdehyde | |
|---|---|
 |
|
| IUPAC name | propanedial |
| Identifiers | |
| CAS number | [542-78-9] |
| PubChem | |
| SMILES | C(C=O)C=O |
| Properties | |
| Molecular formula | C3H4O2 |
| Molar mass | 72.063 g/mol |
| Melting point |
72 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
|
Malondialdehyde is the end-product of lipid peroxidation, which is a process where reactive oxygen species degrade polyunsaturated lipids.[1] This compound is a reactive aldehyde and is one of the many reactive electrophile species that cause toxic stress in cells and form advanced glycation endproducts.[2] The production of this aldehyde is used as a biomarker to measure the level of oxidative stress in an organism.[3][4]
[edit] Hazards
Malondialdehyde reacts with deoxyadenosine and deoxyguanosine in DNA, forming DNA adducts to them, primarily M1G, which is mutagenic. [5]
[edit] See also
[edit] References
- ^ Pryor WA, Stanley JP (1975). "Letter: A suggested mechanism for the production of malonaldehyde during the autoxidation of polyunsaturated fatty acids. Nonenzymatic production of prostaglandin endoperoxides during autoxidation". J. Org. Chem. 40 (24): 3615–7. doi:. PMID 1185332.
- ^ Farmer EE, Davoine C (2007). "Reactive electrophile species". Curr. Opin. Plant Biol. 10 (4): 380–6. doi:. PMID 17646124.
- ^ Moore K, Roberts LJ (1998). "Measurement of lipid peroxidation". Free Radic. Res. 28 (6): 659–71. doi:. PMID 9736317.
- ^ Del Rio D, Stewart AJ, Pellegrini N (2005). "A review of recent studies on malondialdehyde as toxic molecule and biological marker of oxidative stress". Nutr Metab Cardiovasc Dis 15 (4): 316–28. doi:. PMID 16054557.
- ^ Marnett LJ (1999). "Lipid peroxidation-DNA damage by malondialdehyde". Mutat. Res. 424 (1-2): 83–95. PMID 10064852.
 |
This biochemistry article is a stub. You can help Wikipedia by expanding it. |
