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SML2148

Sulfo-N-succinimidyl Oleate 钠

Name: Sulfo-N-succinimidyl Oleate 钠
Brand: SIGMA

≥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

NACRES:

NA.77

UNSPSC Code:

51111800

EC Number:

801-756-1

MDL number:

MFCD12547938

Assay:

≥95% (HPLC)

Form:

powder

Storage condition:

desiccated

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属性

产品名称

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

assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

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

说明

Application

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。

Biochem/physiol Actions

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。

存储类别

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Potentiation of Ecstasy-induced hyperthermia and FAT/CD36 expression in chronically exercised animals.

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)

Labeling of adipocyte membranes by sulfo-N-succinimidyl derivatives of long-chain fatty acids: inhibition of fatty acid transport.

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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全球贸易项目编号

货号	GTIN
SML2148-25MG	04061835453870
SML2148-5MG	04061835453887