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07841

Sigma-Aldrich

(R)-Mevalonic acid 5-phosphate lithium salt

95% (TLC)

Synonyme(s) :

(R)-3-Hydroxy-3-methyl-5-phosphonooxy-pentanoic acid lithium salt, (R)-5-Phosphomevalonate lithium salt, R-MVAP-Li

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About This Item

Formule empirique (notation de Hill):
C6H13O7P · xLi+
Numéro CAS:
73566-35-5
Poids moléculaire :
228.14 (free acid basis)
Code UNSPSC :
12352106
Nomenclature NACRES :
NA.25

Niveau de qualité

100

Pureté

95% (TLC)

Activité optique

[α]/D -3.2±0.5°, c = 0.1 in 0.2 M HCl

Température de stockage

−20°C

InChI

1S/C6H13O7P/c1-6(9,4-5(7)8)2-3-13-14(10,11)12/h9H,2-4H2,1H3,(H,7,8)(H2,10,11,12)/p-3/t6-/m1/s1

Clé InChI

OKZYCXHTTZZYSK-ZCFIWIBFSA-K

Application

Mevalonic acid 5-phosphate (M5P) may be used as a reference material in assays for the separation or detection of mevalonic acid 5-phosphate. Mevalonic acid 5-phosphate is the immediate precursor of isopentenyl pyrophosphate (IPP) and the mevalonate pathway which leads to isoprenoid biosynthesis. Mevalonic acid 5-phosphate may be used as a substrate to identify and characterize phosphomevalonate kinase(s).

Actions biochimiques/physiologiques

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Molecular docking and NMR binding studies to identify novel inhibitors of human phosphomevalonate kinase.
Boonsri P, Neumann TS, et al.
Biochemical and Biophysical Research Communications (2012)
Andrew L Olson et al.
Journal of the American Chemical Society, 132(7), 2102-2103 (2010-02-02)
Phosphomevalonate kinase (PMK) catalyzes phosphoryl transfer from adenosine triphosphate (ATP) to mevalonate 5-phosphate (M5P) on the pathway for synthesizing cholesterol and other isoprenoids. To permit this reaction, its substrates must be brought proximal, which would result in a significant and
Timothy J Herdendorf et al.
Biochemistry, 45(10), 3235-3242 (2006-03-08)
Phosphomevalonate kinase (PMK) catalyzes a key step in isoprenoid/sterol biosynthesis, converting mevalonate 5-phosphate and ATP to mevalonate 5-diphosphate and ADP. To expedite functional and structural study of this enzyme, an expression plasmid encoding His-tagged human PMK has been constructed and
Andrew L Olson et al.
Proteins, 75(1), 127-138 (2008-09-19)
Phosphomevalonate kinase (PMK) catalyzes an essential step in the mevalonate pathway, which is the only pathway for synthesis of isoprenoids and steroids in humans. PMK catalyzes transfer of the gamma-phosphate of ATP to mevalonate 5-phosphate (M5P) to form mevalonate 5-diphosphate.

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