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77631

Sigma-Aldrich

(R)-Mevalonic acid 5-pyrophosphate tetralithium salt

≥95% (TLC)

Synonym(s):

(R)-Mevalonic acid 5-diphosphate tetralithium salt, R-MVAPP

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About This Item

Empirical Formula (Hill Notation):
C6H10Li4O10P2
CAS Number:
1485654-39-4
Molecular Weight:
331.85
MDL number:
MFCD16875407
UNSPSC Code:
12352106
PubChem Substance ID:
329767829
NACRES:
NA.25

Quality Level

100

assay

≥95% (TLC)

form

powder

optical activity

[α]/D -2.9±0.5°, c = 1 in hydrochloric acid (0.02 M)

storage temp.

−20°C

SMILES string

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

InChI

1S/C6H14O10P2.4Li/c1-6(9,4-5(7)8)2-3-15-18(13,14)16-17(10,11)12;;;;/h9H,2-4H2,1H3,(H,7,8)(H,13,14)(H2,10,11,12);;;;/q;4*+1/p-4/t6-;;;;/m1..../s1

InChI key

GFIXUUFXTAPBAD-CZNRRTBNSA-J

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Analytical biochemistry, 215(1), 142-149 (1993-11-15)
Procedures for the isolation and analysis of all 11 intermediates of the mevalonic acid pathway from acetyl-CoA through geranylgeranyl pyrophosphate were developed. Both acid-labile and base-labile metabolites are simultaneously extracted with good recoveries into 7 M urea at neutral pH
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Molecular biology and evolution, 28(1), 87-99 (2010-07-24)
Isoprenoids are a very diverse family of organic compounds widespread in the three domains of life. Although they are produced from the condensation of the same precursors in all organisms (isopentenyl pyrophosphate and dimethylallyl diphosphate), the evolutionary origin of their
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Genetic, epidemiologic, and biochemical evidence suggests that predisposition to Alzheimer's disease (AD) may arise from altered cholesterol metabolism, although the molecular pathways that may link cholesterol to AD phenotypes are only partially understood. Here, we perform a phenotypic screen for

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