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Merck
CN

H6132

DL -3-羟基-3-甲基戊二酰辅酶 A 钠盐 水合物

≥90% (HPLC)

别名:

[=β-hydroxy-β-mathylglutaryl-CoA]β-羟-β-甲基戊二酸单酰辅酶A

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关于此项目

经验公式(希尔记法):
C27H42N7Na2O20P3S · xH2O
化学文摘社编号:
分子量:
955.62 (anhydrous basis)
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
Form:
powder
Assay:
≥90% (HPLC)
Solubility:
H2O: soluble-50 mg/mL, clear, colorless to faintly yellow
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Quality Level

assay

≥90% (HPLC)

form

powder

solubility

H2O: soluble-50 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

O.[Na+].[Na+].CC(O)(CC(O)=O)CC(=O)SCCNC(=O)CCNC(=O)[C@@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)n2cnc3c(N)ncnc23

InChI

1S/C27H44N7O20P3S.2Na.H2O/c1-26(2,21(40)24(41)30-5-4-15(35)29-6-7-58-17(38)9-27(3,42)8-16(36)37)11-51-57(48,49)54-56(46,47)50-10-14-20(53-55(43,44)45)19(39)25(52-14)34-13-33-18-22(28)31-12-32-23(18)34;;;/h12-14,19-21,25,39-40,42H,4-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45);;;1H2/q;2*+1;/p-2/t14-,19-,20-,21-,25-,27?;;;/m1.../s1

InChI key

QGWMCHPRNDWWMT-UAUHQYJPSA-L

General description

DL-3-羟基-3-甲戊二酰辅酶A(HMG-CoA)在HMG-CoA合酶作用下由乙酰CoA和乙酰乙酰CoA缩合而成。

Application

DL-3-羟基-3-甲戊二酰辅酶A钠盐水合物已用于在药物治疗中研究其对mTORC1调控的影响。它还用于比较两种反应性酰基辅酶A(如HMG-CoA和戊二酰-CoA)的酰化蛋白组。

Biochem/physiol Actions

DL-3-羟基-3-甲戊二酰辅酶A(HMG-CoA)可作为胆固醇合成的前体,抑制羟甲基戊二酰辅酶A(HMG-CoA)会降低胆固醇的生成。它在血液中可转化生成β-羟基丁酸。羟甲基戊二酰辅酶A(HMG-CoA)是胆固醇生物合成的调节酶,可偶联LDL受体调节胆固醇合成,受到抑制后会降低胆固醇的生成。
DL-3-羟基-3-甲戊二酰辅酶A(HMG-CoA)可作为底物用于研究3-羟基-3-甲戊二酰辅酶A(HMG-CoA)还原酶的特异性和动力学。 羟甲基戊二酰辅酶A(HMG-CoA)是萜类和酮类生物合成的关键中间体。它的代谢是他汀类药物的靶点,通过其控制胆固醇水平。


存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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商品

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.


Yoshiko Mizuno et al.
Journal of atherosclerosis and thrombosis, 18(5), 351-358 (2011-03-24)
Atherosclerosis is a progressive disease causally associated with multiple cardiovascular risk factors, including dyslipidemia. Without effective intervention, atherosclerosis becomes evidenced clinically as coronary artery and cerebrovascular disease, both of which remain the leading causes of death worldwide. Multiple lines of
Leucine Signals to mTORC1 via Its Metabolite Acetyl-Coenzyme A
Son SM, et al.
Cell Metabolism, 29(1), 192-201 (2019)
Sarah Statt et al.
American journal of respiratory cell and molecular biology, 53(5), 689-702 (2015-04-16)
Statins are widely used to prevent cardiovascular disease. In addition to their inhibitory effects on cholesterol synthesis, statins have beneficial effects in patients with sepsis and pneumonia, although molecular mechanisms have mostly remained unclear. Using human airway epithelial cells as



全球贸易项目编号

货号GTIN
H6132-5MG04061833800348
H6132-10MG04061833800324
H6132-25MG04061833800331