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Merck
CN

SML2148

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
NACRES:
NA.77
UNSPSC Code:
51111800
EC Number:
801-756-1
MDL number:
MFCD12547938
Assay:
≥95% (HPLC)
Form:
powder
Storage condition:
desiccated

主要文件

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产品名称

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

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

−20°C

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

SMILES string

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

assay

≥95% (HPLC)

form

powder

storage condition

desiccated

相关类别

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

wgk

WGK 3

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
0000521985
0000521985
0000126382
0000256370
0000258575

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Iman Momken et al.
The Biochemical journal, 474(1), 149-162 (2016-11-09)
Leptin stimulates fatty acid oxidation in muscle and heart; but, the mechanism by which these tissues provide additional intracellular fatty acids for their oxidation remains unknown. We examined, in isolated muscle and cardiac myocytes, whether leptin, via AMP-activated protein kinase
Susan L M Coort et al.
Molecular and cellular biochemistry, 239(1-2), 213-219 (2002-12-14)
Sulfo-N-succinimidyl esters of LCFAs are a powerful tool to investigate the functional significance of plasmalemmal proteins in the LCFA uptake process. This notion is based on the following observations. First, sulfo-N-succinimidyl oleate (SSO) was found to inhibit the bulk of
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
Jun Sung Moon et al.
Journal of diabetes and its complications, 31(1), 21-30 (2016-09-25)
Cluster determinant 36 (CD36), a fatty acid transporter, was reported to have a pivotal role in glucotoxicity-induced beta cell dysfunction. However, little is known about how glucotoxicity influences CD36 expression, and it is unknown whether this action can be counteracted
Tian Zhang et al.
Blood cancer discovery, 1(2), 198-213 (2020-09-19)
Acute myeloid leukemia (AML) is a devastating hematologic malignancy that affects the hematopoietic stem cells. The 5-year overall survival (OS) of patients with AML is less than 30%, highlighting the urgent need to identify new therapeutic targets. Here, we analyze
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