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Merck
CN

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:
1255502-07-8
Molecular Weight:
154.09
NACRES:
NA.25
PubChem Substance ID:
329757638
UNSPSC Code:
12352106
MDL number:
MFCD18632545
Assay:
≥93.0% (qNMR)

Key Documents

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Product Name

(R)-Mevalonic acid lithium salt, ≥93.0% (qNMR)

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

SMILES string

[Li+].C[C@@](O)(CCO)CC([O-])=O

InChI key

PVWNXFFXFNEHDZ-FYZOBXCZSA-M

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

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
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD0039
BCCD6003
BCBR2716V
BCBP0813V
BCBK8841V

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