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Merck
CN

SML2148

Sigma-Aldrich

Sulfo-N-succinimidyl Oleate 钠

≥95% (HPLC), fatty acid translocase inhibitor, powder

别名:

(Z)-1-(oleoyloxy)-2,5-dioxopyrrolidine-3-sulfonic acid, sodium salt, (Z)-2,5-Dioxo-1-[(1-oxo-9-octadecenyl)oxy]-3-pyrrolidinesulfonic acid, sodium salt, 2,5-Dioxo-1-[[(9Z)-1-oxo-9-octadecenyl]oxy]-3-pyrrolidinesulfonic acid, sodium salt, SSO sodium salt, Sulfosuccinimidyl oleate sodium

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关于此项目

经验公式（希尔记法）:
C22H36NO7S· Na
化学文摘社编号:
135661-44-8
分子量:
481.58
EC 号:
801-756-1
MDL编号:
MFCD12547938
UNSPSC代码:
51111800
NACRES:
NA.77

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产品名称

Sulfo-N-succinimidyl Oleate 钠, ≥95% (HPLC)

方案

≥95% (HPLC)

表单

powder

储存条件

desiccated
under inert gas

颜色

white to beige

溶解性

DMSO: 2 mg/mL, clear (warmed)

储存温度

−20°C

SMILES字符串

CCCCCCCC/C=C\CCCCCCCC(ON1C(C(CC1=O)S([O-])(=O)=O)=O)=O.[Na+]

InChI

1S/C22H37NO7S.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(25)30-23-20(24)18-19(22(23)26)31(27,28)29;/h9-10,19H,2-8,11-18H2,1H3,(H,27,28,29);

InChI key

IENDXPSKPJDQKO-UHFFFAOYSA-N

相关类别

应用

磺基-N-琥珀酰亚胺基油酸酯钠可用作Raw264.7细胞和骨髓来源巨噬细胞中的分化36(Cd36)簇的阻断剂。它还可用作急性髓性白血病 (AML)中CD36的不可逆抑制剂，监测CD36诱导的细胞凋亡。

生化/生理作用

SSO 是线粒体呼吸链的抑制剂。SSO 靶向脂肪酸结合站点的赖氨酸 164 残基—这可在清道夫受体 CD36（分化簇36）中观察到。
在体外 和体内 共价修饰脂肪酸转位酶（CD36/FAT） Lys164 并不可逆地抑制 CD36 依赖性 FA 摄取。
磺基-N-琥珀酰亚胺酯（SSO；磺基琥珀酰亚胺基油酸酯）通过共价修饰其 FA 和 oxLDL 结合域内的 CD36 Lys164，以不可逆的方式抑制脂肪酸转位酶（CD36/FAT）介导的信号以及长链脂肪酸（LCFA）和氧化低密度脂蛋白（oxLDL) 的摄取。SSO 在培养（5-500μM）和动物体内（40 mg/kg i.p.）研究 CD36 介导的细胞和生理功能。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000126382
0000256370
0000258575
0000258575
0000256370

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Molecular and cellular biochemistry, 427(1-2), 23-34 (2016-12-21)
Although high-density lipoprotein is atheroprotective, it can become dysfunctional in chronic inflammatory conditions and increase cardiovascular risk. We previously demonstrated that HDL from subjects with documented coronary artery disease is dysfunctional and is pro-oxidant/proinflammatory in macrophages. Here we examined the
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Pepino MY, et al.
Annual Review of Nutrition, 34, 281-303 (2014)
C M Harmon et al.
The Journal of membrane biology, 121(3), 261-268 (1991-05-01)
Sulfo-N-succinimidyl derivatives of the long-chain fatty acids, oleic and myristic, were synthesized and covalently reacted with isolated rat adipocytes. The plasma membrane proteins labeled by these compounds and the effect of labeling on the transport of long-chain fatty acids were
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Fatal hyperthermia as a result of 3,4-methylenedioxymethamphetamine (MDMA) use involves non-esterified free fatty acids (NEFA) and the activation of mitochondrial uncoupling proteins (UCP). NEFA gain access into skeletal muscle via specific transport proteins, including fatty acid translocase (FAT/CD36). FAT/CD36 expression
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