SML2148

Sulfo-N-succinimidyl Oleate sodium

≥95% (HPLC)

• Synonyme(s) : (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
• Formule empirique (notation de Hill) : C₂₂H₃₆NO₇S· Na
• CAS Number: 135661-44-8
• Poids moléculaire : 481.58
• Numéro CE : 801-756-1
• Numéro MDL: MFCD12547938
• Code UNSPSC : 51111800
• Nomenclature NACRES : NA.77

Propriétés

• Essai: ≥95% (HPLC)
• Forme: powder
• Conditions de stockage: desiccated; under inert gas
• Couleur: white to beige
• Solubilité: DMSO: 2 mg/mL, clear (warmed)
• Température de stockage: −20°C
• Chaîne SMILES: 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);
• Clé InChI: IENDXPSKPJDQKO-UHFFFAOYSA-N

Description

Application

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.

Actions biochimiques/physiologiques

Covalently modifies fatty acid translocase (CD36/FAT) Lys164 and irreversibly inhibits CD36-dependent FA uptake in vitro and in vivo.

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.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable