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Merck
CN

77631

(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
NACRES:
NA.25
PubChem Substance ID:
329767829
UNSPSC Code:
12352106
MDL number:
MFCD16875407

Key Documents

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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

SMILES string

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

InChI key

GFIXUUFXTAPBAD-CZNRRTBNSA-J

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

Quality Level

100

Related Categories

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCBM5075V
BCBK8903V
BCBB6960V
BCBB6960

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Jonathan Lombard et al.
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
D McCaskill et al.
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
Rik van der Kant et al.
Cell stem cell, 24(3), 363-375 (2019-01-29)
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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