所有图片(1)
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
经验公式（希尔记法）:
C22H36NO7S· Na
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检测方案
≥95% (HPLC)
形式
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
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。
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。
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
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
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
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
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
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
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