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H6132

Sigma-Aldrich

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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About This Item

经验公式（希尔记法）:
C27H42N7Na2O20P3S · xH2O
CAS号:
103476-21-7
分子量:
955.62 (anhydrous basis)
UNSPSC代码:
41106305
PubChem化学物质编号:
24895729
NACRES:
NA.51

质量水平

200

方案

≥90% (HPLC)

储存温度

−20°C

SMILES字符串

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

相关类别

一般描述

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。

应用

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。

生化/生理作用

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。
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。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000402265
0000402265
0000340205
0000340157
0000340204

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胆固醇生物合成

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

Cholesterol biosynthesis starts in the hepatic endoplasmic reticulum with acetyl-CoA, yielding 3-hydroxy-3-methylglutaryl-CoA via HMG-CoA synthase.

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