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Merck
모든 사진(1)

주요 문서

SML2148

Sigma-Aldrich

Sulfo-N-succinimidyl Oleate sodium

≥95% (HPLC)

동의어(들):

(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

실험식(Hill 표기법):
C22H36NO7S· Na
CAS Number:
Molecular Weight:
481.58
EC Number:
MDL number:
UNSPSC 코드:
51111800
NACRES:
NA.77

분석

≥95% (HPLC)

양식

powder

저장 조건

desiccated
under inert gas

색상

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

저장 온도

−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

애플리케이션

Sulfo-N-succinimidyl Oleate sodium has been used as a cluster of differentiation 36 (CD36) blocker in Raw264.7 cells and bone marrow-derived macrophages. It has also been used as an irreversible inhibitor of CD36 in acute myeloid leukemia (AML) to monitor CD36 induced apoptosis.

생화학적/생리학적 작용

SSO is an inhibitor of the respiratory chain happening in mitochondria. SSO targets the lysine 164 residue of the fatty acid binding site, observed in CD36 (cluster of differentiation 36), a scavenger receptor.
Sulfo-N-succinimidyl oleate (SSO; Sulfosuccinimidyl oleate) inhibits fatty acid translocase (CD36/FAT)-mediated signaling as well as long-chain fatty acid (LCFA) and oxidized low density lipoproteins (oxLDL) uptake in an irreversible manner via covalent modification of CD36 Lys164 within its FA- and oxLDL-binding domain. SSO is employed both in cultures (5-500 μM) and in animals in vivo (40 mg/kg i.p.) for studying CD36-mediated cellular and physiological functions.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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문서 라이브러리 방문

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

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