Sulfosuccinimidyl oleate

Modify Date: 2024-01-03 19:43:56

Sulfosuccinimidyl oleate Structure
Sulfosuccinimidyl oleate structure
Common Name Sulfosuccinimidyl oleate
CAS Number 135661-44-8 Molecular Weight 481.57900
Density 1.19g/cm3 Boiling Point N/A
Molecular Formula C22H36NNaO7S Melting Point 220-222ºC
MSDS N/A Flash Point N/A

 Use of Sulfosuccinimidyl oleate


Sulfosuccinimidyl oleate is a long chain fatty acid that inhibits fatty acid transport into cells. Sulfosuccinimidyl oleate binds the CD36 receptor on the surface of microglia. Anti-inflammatory effect[1].

 Names

Name 1-octadec-9-enoyloxy-2,5-dioxopyrrolidine-3-sulfonic acid,sodium
Synonym More Synonyms

 Sulfosuccinimidyl oleate Biological Activity

Description Sulfosuccinimidyl oleate is a long chain fatty acid that inhibits fatty acid transport into cells. Sulfosuccinimidyl oleate binds the CD36 receptor on the surface of microglia. Anti-inflammatory effect[1].
Related Catalog
In Vitro Sulfosuccinimidyl oleate (20 μM and 50 μM, 24 hours) alone does not alter the cellular viability. Exposure to 100 ng/ml LPS+5 ng/mL IFNγ modestly, yet significantly reduces the viability of the BV2 cells. Co-treatment with Sulfosuccinimidyl oleate prevents the LPS+IFNγ-induced reduction in the cell viability[1]. Sulfosuccinimidyl oleate (50 μM, 24 hours) co-treatment significantly reduces the LPS+IFNγ-induced expression of NOS2 and COX-2 in BV2 cells. Western blot analysis reveals a significant LPS/IFNγ-induced upregulation in the phosphorylated form of the p38, which is prevented by co-treatment with Sulfosuccinimidyl oleate (50 μM, 24 hours)[1]. Cell Viability Assay[1] Cell Line: BV2 cells Concentration: 20 μM and 50 μM Incubation Time: 24 hours Result: Did not alter the viability of BV2 cells alone. Exposure of BV2 cells to 100 ng/mL LPS and 5 ng/mL IFNγ significantly reduced the viability of BV2 cells while simultaneous treatment with Sulfosuccinimidyl oleate prevented it. Western Blot Analysis[1] Cell Line: BV2 cells Concentration: 50 μM Incubation Time: 24 hours Result: Drastically increased the levels of NOS2, COX-2, and P-p38/T-p38.
In Vivo Sulfosuccinimidyl oleate (50 mg/kg; administered once by single oral gavage) significantly reduces the cortical ischemic infarct size compared to vehicle-treated controls in male BALB/cABom mice with pMCAo model. In addition, Sulfosuccinimidyl oleate at 50 mg/kg is suitable to see a beneficial effect after stroke[1]. Animal Model: 4-month-old male BALB/cABom mice with pMCAo model[1] Dosage: 50 mg/kg Administration: Administered once by single oral gavage Result: Reduced brain damage following ischemia. Attenuated infarct size.
References

[1]. Dhungana H, et al. Sulfosuccinimidyl oleate sodium is neuroprotective and alleviates stroke-induced neuroinflammation. J Neuroinflammation. 2017 Dec 4;14(1):237.

 Chemical & Physical Properties

Density 1.19g/cm3
Melting Point 220-222ºC
Molecular Formula C22H36NNaO7S
Molecular Weight 481.57900
Exact Mass 481.21100
PSA 129.26000
LogP 5.17350
Index of Refraction 1.526
Storage condition -20°C

 Safety Information

Hazard Codes Xi

 Synonyms

sulfosuccinimidyl oleate
2,5-Dioxo-1-[[(9Z)-1-oxo-9-octadecenyl]oxy]-3-pyrrolidinesulfonic Acid Sodium
Sulfosuccinimidyl Oleate Sodium
sulfo-N-succinimidyl oleate
(Z)-2,5-Dioxo-1-[(1-oxo-9-octadecenyl)oxy]-3-pyrrolidinesulfonic Acid Sodium