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79849

Sigma-Aldrich

(±)-Mevalonic acid 5-phosphate lithium salt hydrate

95% (TLC)

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Synonym(s):
(±)-MVAP-Li, rac-5-Phosphomevalonate lithium salt
Empirical Formula (Hill Notation):
C6H13O7P · xLi+ · yH2O
Molecular Weight:
228.14 (free acid basis)
PubChem Substance ID:
329768653
NACRES:
NA.32

Quality Level

100

Assay

95% (TLC)

form

powder or crystals

impurities

≤15% water

relevant disease(s)

Alzheimer′s disease; autoimmune diseases

storage temp.

2-8°C

SMILES string

OC(CC(C)(O)CCOP(O)(O)=O)=O.[H]O[H].[Li+]

InChI

1S/C6H13O7P.3Li.H2O/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);;;;1H2/q;3*+1;/p-3

InChI key

VYTYNAKRCDFACM-UHFFFAOYSA-K

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414057309777631
(±)-Mevalonic acid 5-phosphate lithium salt hydrate 95% (TLC)

Sigma-Aldrich

79849

(±)-Mevalonic acid 5-phosphate lithium salt hydrate

(R)-3-Methyl-2-oxovaleric acid lithium salt hydrate ≥95.0% (TLC)

Sigma-Aldrich

41405

(R)-3-Methyl-2-oxovaleric acid lithium salt hydrate

L-Argininosuccinic acid lithium salt ≥95% (TLC)

Sigma-Aldrich

73097

L-Argininosuccinic acid lithium salt

(R)-Mevalonic acid 5-pyrophosphate tetralithium salt ≥95% (TLC)

Sigma-Aldrich

77631

(R)-Mevalonic acid 5-pyrophosphate tetralithium salt

form

powder or crystals

form

powder or crystals

form

powder or crystals

form

powder

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

impurities

≤15% water

impurities

-

impurities

≤20% water

impurities

-

relevant disease(s)

Alzheimer′s disease; autoimmune diseases

relevant disease(s)

-

relevant disease(s)

-

relevant disease(s)

-

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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John L Andreassi et al.
Biochemistry, 48(27), 6461-6468 (2009-06-03)
The galacto-, homoserine-, mevalonate-, phosphomevalonate-kinase (GHMP) superfamily encompases a wide-range of protein function. Three members of the family (mevalonate kinase, phosphomevalonate kinase, and diphosphomevalonate decarboxylase) comprise the mevalonate pathway found in S. pneumoniae and other organisms. We have determined the
Li Gong et al.
Cell death & disease, 10(4), 327-327 (2019-04-13)
The mevalonate pathway is known for the synthesis of cholesterol, but recent studies have reported that it also controls Hippo signaling, which is critical for the regulation of organ size and tumorigenesis. Here, we discover that the suppression of the
Inhibition of hepatic cholesterol biosynthesis by 3,5-dihydroxy-3,4,4-trimethylvaleric acid and its site of action.
F H Hulcher
Archives of biochemistry and biophysics, 146(2), 422-427 (1971-10-01)
D N Skilleter et al.
The Biochemical journal, 124(2), 407-417 (1971-09-01)
1. Phosphomevalonate kinase and 5-pyrophosphomevalonate decarboxylase have been purified from the freeze-dried latex serum of the commercial rubber tree Hevea brasiliensis. 2. The phosphomevalonate kinase was acid- and heat-labile and required the presence of a thiol to maintain activity. 3.
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
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