All Photos(1)
Synonym(s):
Lithium (R)-3,5-dihydroxy-3-methylpentanoate, Lithium (R)-3,5-dihydroxy-3-methylvalerate, R-MVA-Li
Empirical Formula (Hill Notation):
C6H11LiO4
CAS Number:
Molecular Weight:
154.09
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25
Recommended Products
Assay
≥93.0% (qNMR)
optical activity
[α]/D -26±3°, c = 0.1 in 0.1 M HCl (16 h)
storage temp.
2-8°C
SMILES string
[Li+].C[C@@](O)(CCO)CC([O-])=O
InChI
1S/C6H12O4.Li/c1-6(10,2-3-7)4-5(8)9;/h7,10H,2-4H2,1H3,(H,8,9);/q;+1/p-1/t6-;/m1./s1
InChI key
PVWNXFFXFNEHDZ-FYZOBXCZSA-M
Application
Mevalonic acid may be used as a reference material in assays for the separation or detection of mevalonic acid. Mevalonic acid is a precursor of isopentenyl pyrophosphate (IPP) and the mevalonate pathway which leads to isoprenoid biosynthesis. Mevalonic acid may be used as a substrate to identify and characterize mevalonate kinase(s).
Biochem/physiol Actions
Mevalonic acid, is an intermediate in the mevalonate pathway, producing terpenes and steroids. This function provides treatment options metabolic disorders , R-mevalonate accumulates in patients with the autosomal recessively inherited mevalonic acidurias, an inborn error of cholesterol and nonsterol isoprene biosynthesis.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Enantiomerically pure phosphonate analogues of cis- and trans-4-hydroxyprolines.
Cornforth, R. H., et al.
Tetrahedron, 18, 1351-1354 (1962)
A Scoppola et al.
Kidney international, 51(3), 908-912 (1997-03-01)
Mevalonic acid (mevalonate or MVA), is an obligate precursor in the biosynthetic pathway of cholesterol. It is partially metabolized by the kidneys and its plasma concentrations are an index of endogenous cholesterol synthesis. The aim of the present study was
S M Houten et al.
Cellular and molecular life sciences : CMLS, 60(6), 1118-1134 (2003-07-16)
Mevalonate kinase (MK) is an essential enzyme in the isoprenoid biosynthesis pathway which produces numerous biomolecules (isoprenoids) involved in a variety of cellular processes. The indispensability of MK and isoprenoid biosynthesis for human health is demonstrated by the identification of
Irina Buhaescu et al.
Clinical biochemistry, 40(9-10), 575-584 (2007-05-01)
Mevalonate pathway is an important metabolic pathway which plays a key role in multiple cellular processes by synthesizing sterol isoprenoids, such as cholesterol, and non-sterol isoprenoids, such as dolichol, heme-A, isopentenyl tRNA and ubiquinone. While extensively studied in regard with
Discovery and chemistry of mevalonic acid.
Wagner, A. F. and Folkers, K.
Advances in Enzymology and Related Areas of Molecular Biology, 23, 471-483 (1961)
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