関: mevalonate

WordNet

street name for lysergic acid diethylamide (同)back breaker, battery-acid, dose, dot, Elvis, loony toons, Lucy in the sky with diamonds, pane, superman, window pane, Zen
any of various water-soluble compounds having a sour taste and capable of turning litmus red and reacting with a base to form a salt
having the characteristics of an acid; "an acid reaction"

PrepTutorEJDIC

酸性の / 酸味のある,すっぱい(sour) / (言葉・態度などが)厳しい,しんらつな / 酸 / すっぱいもの / 《俗》=LSD

Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/09/24 09:01:59」(JST)

wiki en

Mevalonic acid (MVA) is a key organic compound in biochemistry. The name is derived from a contraction of dihydroxymethylvalerolactone. The anion of mevalonic acid, which is the predominant form in biological environments is known as mevalonate, and is of major pharmaceutical importance. Drugs such as the statins (which lower levels of cholesterol) stop the production of mevalonate by inhibiting HMG-CoA reductase.^[1]

Chemistry

Mevalonic acid is very soluble in water and polar organic solvents. It exists in equilibrium with its lactone form, called mevalonolactone, that is formed by internal condensation of its terminal alcohol and carboxylic acid functional groups.

Biology

Mevalonic acid is a precursor in the biosynthetic pathway known as the mevalonate pathway that produces terpenes and steroids. Mevalonic acid is the primary precursor of isopentenyl pyrophosphate (IPP), that is in turn the basis for all terpenoids. Mevalonic acid is chiral and the (3R)-enantiomer is the only one that is biologically active.

Mevalonate pathway

References

^ Endo, A. (1992). "The discovery and development of HMG-CoA reductase inhibitors". Journal of Lipid Research 33 (11): 1569–1582. PMID 1464741.

UpToDate Contents

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English Journal

Improved lycopene production by Blakeslea trispora with isopentenyl compounds and metabolic precursors.

Shi YQ, Xin XL, Yuan QP.SourceState Key Laboratory of Chemical Resource Engineering, College of Life Science and Technology, Beijing University of Chemical Technology, P.O. Box 75, 15 Beisanhuan East Road, Beijing, 100029, People's Republic of China.
Biotechnology letters.Biotechnol Lett.2012 May;34(5):849-52. Epub 2011 Dec 30.
The highest lycopene production in mated cultures of Blakeslea trispora was 578 mg/l by adding 42 mg geraniol/l to the medium after 48 h of growth. The control gave 317 mg/l. Adding isopentenyl alcohol at 40 mg/l, mevalonic acid at 17.5 mg/l or dimethyl allyl alcohol at 150 mg, each after 36�
PMID 22207146

3-Hydroxy-3-methylglutaryl coenzyme A reductase 1 (HMG1) is highly associated with the cell division during the early stage of fruit development which determines the final fruit size in Litchi chinensis.

Rui X, Caiqin L, Wangjin L, Juan D, Zehuai W, Jianguo L.SourceChina Litchi Research Center, South China Agricultural University, Guangzhou 510642, China.
Gene.Gene.2012 Apr 25;498(1):28-35. Epub 2012 Feb 4.
3-Hydroxy-3-methylglutaryl coenzyme A reductase (HMGR, EC: 1.1.1.34), an enzyme catalyzing the first committed step in the mevalonic acid (MVA) pathway for the biosynthesis of isoprenoids, has been reported to be involved in the fruit size determination through the regulation of early cell division.
PMID 22326527

Japanese Journal

マウス胎仔顎下腺におけるHMG-CoA還元酵素の局在と分枝形態形成に対する役割について

明海歯科医学 42(2), 117-129, 2013
NAID 40019819507

Evidence of Isoprenoid Precursor Toxicity in Bacillus subtilis

Bioscience, biotechnology, and biochemistry 75(12), 2376-2383, 2011-12-23
NAID 10030397815

日本における高IgD症候群の診断と展望

日本臨床免疫学会会誌 = Japanese journal of clinical immunology 34(5), 382-387, 2011-10-31
NAID 10029898019

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リンク元	「メバロン酸」「mevalonate」

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Mevalonic acid
Names
	IUPAC name (3R)-3,5-Dihydroxy-3-methylpentanoic acid
Identifiers
CAS Registry Number	150-97-0
ChEBI	CHEBI:17710
ChemSpider	388367
	InChI InChI=1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)/t6-/m1/s1 ; Key: KJTLQQUUPVSXIM-ZCFIWIBFSA-N ; InChI=1/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)/t6-/m1/s1; Key: KJTLQQUUPVSXIM-ZCFIWIBFBE ;
Jmol-3D images	Image
KEGG	C00418
PubChem	439230
	SMILES C[C@@](O)(CCO)CC(=O)O ;
Properties
Chemical formula	C6H12O4
Molar mass	148.16 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references