(E/Z)-Sulfosuccinimidyl oleate sodium
(E/Z)-Sulfosuccinimidyl oleate sodium is the racemate of (E)-Sulfosuccinimidyl oleate sodium and (Z)-Sulfosuccinimidyl oleate sodium. Sulfosuccinimidyl oleate sodium (Sulfo-N-succinimidyl oleate sodium) is a long-chain fatty acid that inhibits fatty acid transport into cells. Sulfosuccinimidyl oleate sodium is a potent and irreversible inhibitor of the mitochondrial respiratory chain. Sulfosuccinimidyl oleate sodium binds to the CD36 receptor on the surface of microglial cells. Sulfosuccinimidyl oleate sodium exhibits anti-inflammatory effects.
For research use only. We do not sell to patients.
- CAS No.: 1212012-37-7
- Formula: C22H36NNaO7S
- Molecular Weight:481.58
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
Biological Activity
Description
In Vitro
(E/Z)-Sulfosuccinimidyl oleate sodium is the racemate of (E)-Sulfosuccinimidyl oleate sodium and (Z)-Sulfosuccinimidyl oleate sodium. Sulfosuccinimidyl oleate sodium (Sulfo-N-succinimidyl oleate sodium) is a long-chain fatty acid that inhibits fatty acid transport into cells. Sulfosuccinimidyl oleate sodium is a potent and irreversible inhibitor of the mitochondrial respiratory chain. Sulfosuccinimidyl oleate sodium binds to the CD36 receptor on the surface of microglial cells. Sulfosuccinimidyl oleate sodium exhibits anti-inflammatory effects[1][2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 1212012-37-7
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Molecular Weight 481.58
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Formula C22H36NNaO7S
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SMILES
CCCCCCCC/C=C/CCCCCCCC(ON1C(C(S(=O)(O[Na])=O)CC1=O)=O)=O
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Synonyms
(E/Z)-Sulfo-N-succinimidyl oleate sodium
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Solvent & Solubility
In Vitro:
DMSO : 50 mg/mL (103.82 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
In Vivo:
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (5.19 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL.
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation
References
[1]. Dhungana H, et al. Sulfosuccinimidyl oleate sodium is neuroprotective and alleviates stroke-induced neuroinflammation. J Neuroinflammation. 2017;14(1):237. Published 2017 Dec 4. [Content Brief]
[2]. Drahota Z, et al. Succinimidyl oleate, established inhibitor of CD36/FAT translocase inhibits complex III of mitochondrial respiratory chain. Biochem Biophys Res Commun. 2010;391(3):1348-1351. [Content Brief]
Complete Stock Solution Preparation Table
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 2.0765 mL | 10.3825 mL | 20.7650 mL | 51.9125 mL |
| 5 mM | 0.4153 mL | 2.0765 mL | 4.1530 mL | 10.3825 mL | |
| 10 mM | 0.2076 mL | 1.0382 mL | 2.0765 mL | 5.1912 mL | |
| 15 mM | 0.1384 mL | 0.6922 mL | 1.3843 mL | 3.4608 mL | |
| 20 mM | 0.1038 mL | 0.5191 mL | 1.0382 mL | 2.5956 mL | |
| 25 mM | 0.0831 mL | 0.4153 mL | 0.8306 mL | 2.0765 mL | |
| 30 mM | 0.0692 mL | 0.3461 mL | 0.6922 mL | 1.7304 mL | |
| 40 mM | 0.0519 mL | 0.2596 mL | 0.5191 mL | 1.2978 mL | |
| 50 mM | 0.0415 mL | 0.2076 mL | 0.4153 mL | 1.0382 mL | |
| 60 mM | 0.0346 mL | 0.1730 mL | 0.3461 mL | 0.8652 mL | |
| 80 mM | 0.0260 mL | 0.1298 mL | 0.2596 mL | 0.6489 mL | |
| 100 mM | 0.0208 mL | 0.1038 mL | 0.2076 mL | 0.5191 mL |
Keywords
- (E/Z)-Sulfosuccinimidyl oleate
- 1212012-37-7
- (E/Z)-Sulfo-N-succinimidyl oleate
- Transmembrane Glycoprotein
- Mitochondrial Metabolism
- Drug Isomer
- microglia
- murine cortical neurons
- interleukin-6
- tumor necrosis factor-α
- rat mitochondrial respiratory chain complex III
- CD36
- nitric oxide synthase 2
- mouse BV2 microglial cells
- p38 mitogen-activated protein kinase
- cyclooxygenase-2
- Inhibitor
- inhibitor
- inhibit