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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

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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
0000126382
0000256370
0000258575
0000258575
0000256370

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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
Chemical Reagents for Protein Modification, 559-559 (2014)
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
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
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