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Merck

SML2148

Sigma-Aldrich

Sulfo-N-succinimidyl Oleate 钠

≥95% (HPLC)

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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About This Item

经验公式(希尔记法):
C22H36NO7S· Na
分子量:
481.58
EC號碼:
MDL號碼:
分類程式碼代碼:
51111800
NACRES:
NA.77

化驗

≥95% (HPLC)

形狀

powder

儲存條件

desiccated
under inert gas

顏色

white to beige

溶解度

DMSO: 2 mg/mL, clear (warmed)

儲存溫度

−20°C

SMILES 字串

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 密鑰

IENDXPSKPJDQKO-UHFFFAOYSA-N

應用

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。
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。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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Sandra L Hrometz et al.
Temperature (Austin, Tex.), 3(4), 557-566 (2017-01-17)
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
Structure-function of CD36 and importance of fatty acid signal transduction in fat metabolism
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
S Sini et al.
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
Ondrej Kuda et al.
The Journal of biological chemistry, 288(22), 15547-15555 (2013-04-23)
FAT/CD36 is a multifunctional glycoprotein that facilitates long-chain fatty acid (FA) uptake by cardiomyocytes and adipocytes and uptake of oxidized low density lipoproteins (oxLDL) by macrophages. CD36 also mediates FA-induced signaling to increase intracellular calcium in various cell types. The

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