Mevalonic Acid

(redirected from Mevalonate)
Also found in: Medical.

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 ?
This will involve integration of the sonic hedgehog pathway, a key pathway responsible for cell development, and the cross-talk between it and the mevalonate pathway.
Mutations in MVK, encoding mevalonate kinase, cause hyperimmunoglobulinaemia D and periodic fever syndrome.
Statins inhibit HMG-CoA reductase, which converts HMG-CoA to mevalonate.[34],[35] In cancerous cells and noncancerous cells, statins have been reported to inhibition of the mevalonate pathway and induction of ER stress.[17],[18],[19],[20],[36] Inconsistent with these studies, our study has demonstrated that simvastatin treatment significantly inhibited ER stress in the ox-LDL-treated EC.
Perinatal manifestation of mevalonate kinase deficiency and efficacy of anakinra.
One fact leading to suppressive effects in inflammatory processes is that by inhibiting mevalonate synthesis, isoprenylation of small GTP-binding proteins is also inhibited, which is required for maintaining NADPH oxidase activity [58] and Ras-like proteins (Rho, Rac).
Gruenbacher, "T lymphocyte regulation by mevalonate metabolism," Science Signaling, vol.
SQ is synthesized from isopentenyl units, isopentenyl diphosphate (IPP) when the intermediate is mevalonate (MVA), and dimethyl-allyl-diphosphate (DMAPP) when the intermediate is methylerytritol phosphate (MEP).
The mevalonate pathway is one of these pathways that biosynthesize sterols and isoprenoids [15].
Ennis, "A role for the mevalonate pathway in the induction of subtype cross-reactive immunity to influenza A virus by human [gamma][delta] T lymphocytes," Cellular Immunology, vol.
Mevalonate kinase deficiency (MKD) is a rare autosomal recessive autoinflammatory disease caused by mutations in MVK, causing loss of function of the enzyme mevalonate kinase (MVK).
Mevalonate is the precursor not only of cholesterol but also of many non-steroidal- isoprenoid compounds.
The diseases described in this scope include FMF, tumor necrosis factor (TNF) receptor-associated periodic syndrome (TRAPS), mevalonate kinase deficiency/hyperimmunoglobulin D syndrome (MKD-HIDS), NLRP12- related syndrome (NLRP12AD), Blau syndrome, pyogenic arthritis, pyoderma gangrenosum and acne syndrome (PAPAs), early-onset sarcoidosis (EOS), Majeed syndrome (MS), interleukin-1 receptor antagonist deficiency (DIRA), cryopyrin associated periodic syndromes (CAPS), IL-36 receptor antagonist deficiency (DITRA), CARD14-mediated pustular psoriasis (CAMPS) and chronic atypical neutrophilic dermatosis, lypodistrophy, and elevated temperature (CANDLE).