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Merck

50838

Sigma-Aldrich

(R)-Mevalonic acid lithium salt

≥93.0% (qNMR)

Sinónimos:

Lithium (R)-3,5-dihydroxy-3-methylpentanoate, Lithium (R)-3,5-dihydroxy-3-methylvalerate, R-MVA-Li

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About This Item

Fórmula empírica (notación de Hill):
C6H11LiO4
Número de CAS:
Peso molecular:
154.09
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25

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.

pictograms

Exclamation mark

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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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
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
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
Mutational spectrum and genotype-phenotype correlations in mevalonate kinase deficiency.
Mandey, S. H., et al.
Human Mutation, 27, 796-802 (2006)

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