M4667
(±)-Mevalonolactone
~97% (titration)
Synonym(s):
(±)-β-Hydroxy-β-methyl-δ-valerolactone, (±)-3-Hydroxy-3-methyl δ-valerolactone, DL-Mevalolactone, DL-Mevalonic acid lactone
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About This Item
Empirical Formula (Hill Notation):
C6H10O3
CAS Number:
Molecular Weight:
130.14
UNSPSC Code:
12352108
NACRES:
NA.25
PubChem Substance ID:
EC Number:
211-615-0
Beilstein/REAXYS Number:
80960
MDL number:
Assay:
~97% (titration)
assay
~97% (titration)
Quality Level
storage temp.
−20°C
SMILES string
CC1(O)CCOC(=O)C1
InChI
1S/C6H10O3/c1-6(8)2-3-9-5(7)4-6/h8H,2-4H2,1H3
InChI key
JYVXNLLUYHCIIH-UHFFFAOYSA-N
General description
Alkaline hydrolysis of mevalonolactone gives mevalonate. Mevalonate is a precursor of farnesyl and geranylgeranyl pyrophosphates. These pyrophosphates are required for protein prenylation.
Application
(±)-Mevalonolactone is used to:
- study the effect of statin on the prenylation of Ras and Rho GTPases
- analyse the isoprenoid biosynthesis pathways in Listeria monocytogenes
- study the the effects of statins on proliferation and migration of HUVECs (HGF-induced human umbilical vein endothelial cells)
Other Notes
May also be liquid!
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Gloves, type N95 (US)
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Articles
胆固醇的生物合成通常发生在肝细胞的内质网中，并以乙酰辅酶A开始，乙酰辅酶A主要来源于线粒体中的氧化反应。乙酰辅酶A和乙酰乙酰辅酶A由HMG-辅酶A合成酶转化为3-羟基-3-甲基戊二酰辅酶A（HMG-辅酶A）。
Cholesterol biosynthesis starts in the hepatic endoplasmic reticulum with acetyl-CoA, yielding 3-hydroxy-3-methylglutaryl-CoA via HMG-CoA synthase.
Coenzyme Q 10 production in recombinant Escherichia coli strains engineered with a heterologous decaprenyl diphosphate synthase gene and foreign mevalonate pathway.
Zahiri HS
Metabolic engineering, 8, 406-416 (2006)
Analysis of the isoprenoid biosynthesis pathways in Listeria monocytogenes reveals a role for the alternative 2-C-methyl-D-erythritol 4-phosphate pathway in murine infection.
Begley M
Infection and Immunity, 76, 5392-5401 (2008)
The effects of different types of statins on proliferation and migration of HGF-induced Human Umbilical Vein Endothelial Cells (HUVECs).
Burgazli KM
European Review for Medical and Pharmacological Sciences, 17, 2874-2883 (2013)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| M4667-1G | 04061834059141 |
| M4667-10G | 04061832401911 |
| M4667-5G | 04061832401928 |