50838
(R)-Mevalonic acid lithium salt
≥93.0% (qNMR)
Synonym(s):
Lithium (R)-3,5-dihydroxy-3-methylpentanoate, Lithium (R)-3,5-dihydroxy-3-methylvalerate, R-MVA-Li
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About This Item
Empirical Formula (Hill Notation):
C6H11LiO4
CAS Number:
Molecular Weight:
154.09
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25
assay:
≥93.0% (qNMR)
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[1][2], is an intermediate in the mevalonate pathway, producing terpenes and steroids. This function provides treatment options metabolic disorders[3] [4] [5][6][7][8], R-mevalonate accumulates in patients with the autosomal recessively inherited mevalonic acidurias, an inborn error of cholesterol and nonsterol isoprene biosynthesis[9].
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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)
Mutational spectrum and genotype-phenotype correlations in mevalonate kinase deficiency.
Mandey, S. H., et al.
Human Mutation, 27, 796-802 (2006)
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
G Hoffmann et al.
The New England journal of medicine, 314(25), 1610-1614 (1986-06-19)
A two-year-old boy presented with severe failure to thrive, developmental delay, anemia, hepatosplenomegaly, central cataracts, and dysmorphic features. Quantitative analyses of urinary organic acids revealed massive excretion of mevalonic acid, a metabolic precursor of cholesterol and nonsterol isoprenes: 46,000 to
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