Mevalonic Acid

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mevalonic acid

[¦mev·ə¦lan·ik ′as·əd]
(organic chemistry)
HO2C5H9COOH A dihydroxy acid used in organic synthesis.

Mevalonic Acid

 

3,5-dihydroxy-3-methyl-valeric acid, an important intermediary product of metabolism. Colorless water-soluble crystals. Melting point, 27°C; readily undergoes dehydration to form the corresponding 8-lactone (mevalolactone):

Physiologically active mevalonic acid is a ( + )-isomer. Mavelonic acid was discovered and isolated by American microbiologists (C. Folkers and others) in 1956. It is widely distributed in plants and animals.

The biosynthesis of mevalonic acid takes place in the microsomes of cells, with participation of three acetyl radicals. The resulting product of condensation undergoes irreversible reduction to mevalonic acid, which means that the latter may be regarded as a specific biogenetic unit. In nature, mevalonic acid is the initial material for the creation of a broad class of natural compounds, the isoprenoids. Synthetic mevalonic acid with an isotopic tag is widely used in studying the biosynthesis of various isoprenoids in organisms, as well as in acellular systems.

REFERENCES

Comfort, J. “Biosintez terpenoidov.” Uspekhi khimii, 1969, vol. 38, no. 5. (Article translated from English.)
“Natural Substances Formed Biologically From Mevalonic Acid.” Biochemical Society Symposium, no. 29, Liverpool, April 1969. London-New York, 1970.

E. P. SEREBRIAKOV

References in periodicals archive ?
The archaea with a mevalonate pathway uses the extracellular RNA viroids for quorum sensing and in the generation of symbiotic biofilm like structures which develop into multicellular eukaryotes [27,28].
2003) has recently shown that the isoprene building blocks of 1 are formed via the alternative MEP biosynthetic pathway, and not from the usual mevalonate.
Role of cholesterol-enriched diet and the mevalonate pathway in cardiac nitric oxide synthesis.
Simvastatin Simvastatin reduces cholesterol by inhibiting the conversion of HMG-CoA to mevalonate, an early step in the biosynthetic pathway for cholesterol.
Classical work by Bloch, Cornforth and Lynen on mammalian and yeast cells in the 1950s culminated in the elucidation of the mevalonate pathway for the biosynthesis of the universal isoprenoid precursors, isopentenyl diphosphate (IPP) (7) and dimethylallyl diphosphate (DMAPP) (8) via acetyl-CoA (11), 3-hydroxy-3-methylglutaryl-CoA (10) and 5-diphospho-mevalonate (9) (for review, see Qureshi and Porter, 1981; Bach, 1995; Bloch, 1992; Bochar et al.
The possibility of administration of high medium chain triglyceride, high fiber ketogenic diet on actinide based primitive organism like archaea with a mevalonate pathway and cholesterol catabolism was considered in these disease states [1-10].
This may be due in part to the geranylgeranyl side chain of vitamin K2 which is thought to inhibit the mevalonate pathway, thus preventing the prenylation of growth factors required for osteoclast activation in much the same way as nitrogen-containing bisphosphonates.
Actinide based primitive organism like archaea have a mevalonate pathway and cholesterol catabolism.
After an additional incubation for 30 min at 37[degrees]C to allow for complete lactonization of the product mevalonate, the mixture was passed over a 0.
A further new report from the Karolinska Institute reviewed the relevance of statins to the regulation of dementia pathogenesis, suggesting that statins may confer multiple effects due to the production of mevalonate pathway intermediates (Acta Neurol Scand 2006; 185: 115-118).
Elson CE (1995) Suppression of mevalonate pathway activities by dietary isoprenoids: protective roles in cancer and cardiovascular disease.
There was also an increase in archaeal HMG CoA reductase activity indicating increased cholesterol synthesis by the archaeal mevalonate pathway.