Synonym: (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
CAS Number: 135661-44-8 (free acid)
Empirical Formula (Hill Notation): C22H36NO7S· Na
Molecular Weight: 481.58
EC Number: 801-756-1
MDL Number: MFCD12547938
Linear Formula: C22H36NO7S· Na
Product Type: Chemical
| assay |
≥95% (HPLC) |
| color |
white to beige |
| form |
powder |
| SMILES string |
CCCCCCCC/C=CCCCCCCCC(ON1C(C(CC1=O)S([O-])(=O)=O)=O)=O.[Na+] |
| solubility |
DMSO: 2 mg/mL, clear (warmed) |
| storage condition |
desiccated |
| |
under inert gas |
| storage temp. |
−20°C |
| 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. |
| Biochem/physiol Actions: |
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. |
| Biochem/physiol Actions: |
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. |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥95% (HPLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352200 |
