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41288

Sigma-Aldrich

(R)-Mevalonic acid sodium salt

≥96.0% (GC)

Synonym(s):

R-MVA-Na, Sodium (R)-3,5-dihydroxy-3-methylpentanoate, Sodium (R)-3,5-dihydroxy-3-methylvalerate

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About This Item

Empirical Formula (Hill Notation):
C6H11NaO4
CAS Number:
Molecular Weight:
170.14
MDL number:
UNSPSC Code:
12352200

assay

≥96.0% (GC)

optical activity

[α]/D +8.5±0.5°, c = 1 in 1 M NaOH

impurities

≤10% water
13.0-14.1% sodium (calc. on dry substance)

storage temp.

2-8°C

SMILES string

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

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

Metabolite of the mevalonate pathway, which plays a key role in the biosynthesis of sterols, dolichol, heme and ubiquinone. Of interest for research in the disease areas oncology, autoimmune diseases, artherosclerosis and Alzheimer disease, as well as for inherited deficiencies of mevalonate kinase.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Purification and characterization of mevalonate kinase from suspension-cultured cells of Catharanthus roseus (L.) G. Don.
Schulte AE, van der Heijden R, et al.
Archives of Biochemistry, 378, 287-298 (2000)
Valentina Zanin et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 61(12), 1363-1367 (2012-08-02)
A potential anti-inflammatory effect of clodronate--an aminobisphosphonate--was described to antagonize the pro-inflammatory effects of the block in the mevalonate pathway, the main feature of a rare auto-inflammatory disease called mevalonate kinase deficiency (MKD). In this study we evaluated the potential
Sylvain Normand et al.
European cytokine network, 20(3), 101-107 (2009-10-15)
The mevalonate kinase deficiency (MKD), including hyperimmunoglobulinemia D periodic fever syndrome (HIDS) and the more severe mevalonic aciduria are rare, autosomal recessive, autoinflammatory diseases belonging to the hereditary periodic fever (HPF) family. Other members include: familial mediterranean fever (FMF), the
Yuliya A Primak et al.
Applied and environmental microbiology, 77(21), 7772-7778 (2011-09-13)
The mevalonate pathway is utilized for the biosynthesis of isoprenoids in many bacterial, eukaryotic, and archaeal organisms. Based on previous reports of its feedback inhibition, mevalonate kinase (MVK) may play an important regulatory role in the biosynthesis of mevalonate pathway-derived
Takeshi Matsuoka et al.
Journal of lipid research, 53(9), 1987-1992 (2012-06-21)
We have developed a simple, precise, and ultrasensitive enzymatic method for measuring serum mevalonic acid (MVA) concentration, which is thought to be a good indicator of the in vivo cholesterol biosynthesis rate. This assay is based on an enzyme cycling

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