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About This Item
Empirical Formula (Hill Notation):
C6H11O4 · xLi+
CAS Number:
Molecular Weight:
147.15 (free acid basis)
MDL number:
UNSPSC Code:
85151701
NACRES:
NA.24
grade
analytical standard
Quality Level
Assay
≥96.0% (GC)
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
format
neat
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
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Related Categories
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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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
Martin Thurnher et al.
Biochimica et biophysica acta, 1831(6), 1009-1015 (2013-03-26)
The mevalonate pathway is a highly conserved metabolic cascade and provides isoprenoid building blocks for the biosynthesis of vital cellular products such as cholesterol or prenyl pyrophosphates that serve as substrates for the posttranslational prenylation of numerous proteins. The pathway
Elena Lesma et al.
The Journal of pharmacology and experimental therapeutics, 345(2), 180-188 (2013-02-22)
Tuberous sclerosis complex (TSC) is a multi-systemic syndrome caused by mutations in TSC1 or TSC2 gene. In TSC2-null cells, Rheb, a member of the Ras family of GTPases, is constitutively activated. Statins inhibit 3-hydroxy-3-methylglutaryl coenzyme A reductase and block the
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
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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