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文件

M4667

Sigma-Aldrich

3,5-二羟基-3-甲基戊酸内酯

~97% (titration)

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别名:
(±)-3-羟基-3-甲基 δ-戊内酯, (±)-β-羟基-β-甲基-δ-戊内酯, DL-甲羟戊酸内酯
经验公式（希尔记法）:
C6H10O3
CAS号:
674-26-0
分子量:
130.14
Beilstein:
80960
EC 号:
211-615-0
MDL编号:
MFCD00006648
PubChem化学物质编号:
24896934
NACRES:
NA.25

检测方案

~97% (titration)

储存温度

−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

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相关类别

一般描述

甲羟戊酸内酯碱性水解可产生甲羟戊酸。甲羟戊酸是法呢基焦磷酸和香叶基香叶基焦磷酸的前体。这些焦磷酸盐是蛋白质异戊二烯化所必需的。

应用

(±)-甲羟戊酸内酯用于：
  • 研究他汀类药物对Ras和Rho GTP酶异戊二烯化的影响
  • 分析单核细胞增多性李斯特菌中类异戊二烯的生物合成途径
  • 研究他汀类药物对HUVEC（HGF诱导的人脐静脉内皮细胞）增殖和迁移的影响

其他说明

也可能是液体！

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

235.4 °F - closed cup

闪点(°C)

113 °C - closed cup

个人防护装备

Eyeshields, Gloves, type N95 (US)

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

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  4. What is the Department of Transportation shipping information for this product?

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  5. Why did M4667, (±)-Mevalonolactone, arrive as a liquid?

    As noted on the Sigma Aldrich web page for product M4667, (±)-Mevalonolactone, this product "may also be a liquid".  The melting point for this chemical is 26-28°C, which is approximately room temperature.  Because of this, the product may arrive as a liquid, but if stored at -20°C it should return to a solid/semi-solid state.  This product does not arrive in solution and will not have a concentration value.

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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)
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)
Mareike Bongers et al.
eLife, 9 (2020-03-13)
Volatile isoprenoids produced by plants are emitted in vast quantities into the atmosphere, with substantial effects on global carbon cycling. Yet, the molecular mechanisms regulating the balance between volatile and non-volatile isoprenoid production remain unknown. Isoprenoids are synthesised via sequential
Svena M Lüdke et al.
Journal of lipid research, 49(12), 2620-2626 (2008-08-02)
The aim of this study was to investigate the possible existence and magnitude of stable carbon isotope discrimination by human 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMGR). The catalytic portion of HMGR was expressed and purified. The reaction product mevalonate was lactonized and
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