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Merck
CN

42147

(RS)-Mevalonic acid lithium salt

analytical standard

Synonym(s):

(±)-MVA-Li, rac.-MVA-Li, Lithium (±)-3,5-dihydroxy-3-methyl-pentanoate, Lithium (±)-3,5-dihydroxy-3-methyl-valerate

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About This Item

Empirical Formula (Hill Notation):
C6H11O4 · xLi+
CAS Number:
150-97-0
Molecular Weight:
147.15 (free acid basis)
MDL number:
MFCD00870420
UNSPSC Code:
85151701
NACRES:
NA.24

Key Documents

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SMILES string

OC(CCO)(CC(=O)O)C

InChI

1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)

InChI key

KJTLQQUUPVSXIM-UHFFFAOYSA-N

grade

analytical standard

assay

≥96.0% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

format

neat

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Analysis Note

NMR-Internal standard: Dimethylsulfone

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
BCCM4385
BCCL6814
BCCK6815
BCCG5789
BCCF3265

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Andréa Hemmerlin
Plant science : an international journal of experimental plant biology, 203-204, 41-54 (2013-02-19)
Identification of regulatory enzymes is fundamental for engineering metabolic pathways such as the isoprenoid one. All too often, investigation of gene expression remains the major trend in unraveling regulation mechanisms of the isoprenoid cytosolic mevalonate and the plastid-localized methylerythritol phosphate
Jesus A Villanueva et al.
The Journal of clinical endocrinology and metabolism, 98(3), E455-E462 (2013-02-07)
Growth of endometriotic lesions in rodent model of endometriosis is inhibited by resveratrol, a natural polyphenol with antiproliferative and antiinflammatory properties, and simvastatin, an inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMGCR) activity. The objective of the investigation was to study the
James J DiNicolantonio
Expert review of cardiovascular therapy, 10(10), 1329-1333 (2012-11-30)
Statins are a standard of care in many clinical settings such as acute myocardial infarction and for patients having or at risk of cardiovascular (CV) disease. This is based on a plethora of data showing reductions in CV events and
Jinbo Gao et al.
Biochimica et biophysica acta, 1830(6), 3635-3642 (2013-02-23)
Mevalonate pathway is an important cellular metabolic pathway present in all higher eukaryotes and many bacteria. Four enzymes in mevalonate pathway, including MVK, PMK, MDD, and FPPS, play important regulatory roles in cholesterol biosynthesis and cell proliferation. The following methods
Adelene Ai-Lian Song et al.
PloS one, 7(12), e52444-e52444 (2013-01-10)
Isoprenoids are a large and diverse group of metabolites with interesting properties such as flavour, fragrance and therapeutic properties. They are produced via two pathways, the mevalonate pathway or the 2-C-methyl-D-erythritol-4-phosphate (MEP) pathway. While plants are the richest source of
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