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Merck

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
Chitra Prasad et al.
Molecular genetics and metabolism, 107(4), 756-759 (2012-11-14)
Mevalonate kinase deficiency is a rare autosomal recessively inherited organic aciduria with a complex multi-systemic phenotype. We describe two deceased patients with clinically severe mevalonate kinase (MK) deficiency confirmed by MK mutation analysis. The phenotype in our patients ranged from
Jianxin Shi et al.
Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine, 34(1), 429-435 (2012-11-28)
Esophageal squamous cell carcinoma (ESCC) is one of the most common lethal tumors in the world. Thus, it is very urgent to develop new therapeutic targets against this disease. The mevalonate (MVA) pathway, paced by its rate-limiting enzyme, hydroxymethylglutaryl coenzyme
Ai Hosaka et al.
Neurochemical research, 38(3), 589-600 (2012-12-28)
Statins, 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase inhibitors, have been reported to attenuate amyloid-β peptide (Aβ) production in various cellular models. However, the mechanisms by which statins affect neuronal Aβ production have not yet been clarified. Here, we investigated this issue in
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