An irreversible inhibitor of CD36
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Sulfosuccinimidyl Oleate (sodium salt)

Item No. 11211

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-octadecenoic acid, 2,5-dioxo-3-sulfo-1-pyrrolidinyl ester, monosodium salt
CAS Number
1212012-37-7
Synonyms
  • SSO
Molecular Formula
C22H36NO7S • Na
Formula Weight
482.6
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/ml
SMILES
CCCCCCCC/C=C\CCCCCCCC(ON1C(C(S(O)(=O)=O)CC1=O)=O)=O.[Na+]
InChi Code
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);/q;+1/b10-9-;
InChi Key
FZVVLJSNKVOPRF-KVVVOXFISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $86

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    10 mg

    $138

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    25 mg

    $258

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    50 mg

    $472

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    Product Description

    Sulfosuccinimidyl oleate (SSO) is an irreversible inhibitor of the fatty acid translocase CD36, blocking uptake of oleate, linoleate, or stearate by about 65% when added at 200 µM to adipocytes.1,2 It reduces the uptake of palmitate by mouse insulinoma MIN6 cells, preventing palmitate-induced changes in insulin secretion.3 SSO impairs saturated fatty acid-induced lipid accumulation and inflammation in RAW 264.7 macrophages.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Harmon, C.M., Luce, P., Beth, A.H., et al. Labeling of adipocyte membranes by sulfo-N-succinimidyl derivatives of long-chain fatty acids: Inhibition of fatty acid transport. J. Membr. Biol. 121(3), 261-268 (1991).

    2. Abumrad, N.A., el-Maghrabi, M.R., Amri, E.Z., et al. Cloning of a rat adipocyte membrane protein implicated in binding or transport of long-chain fatty acids that is induced during preadipocyte differentiation. Homology with human CD36. The Journal of Biological Chemisty 268(24), 17665-17668 (1993).

    3. Noushmehr, H., D'Amico, E., Farilla, L., et al. Fatty acid translocase (FAT/CD36) is localized on insulin-containing granules in human pancreatic β-cells and mediates fatty acid effects on insulin secretion. Diabetes 54(2), 472-481 (2005).

    4. Nicholls, H.T., Kowalski, G., Kennedy, D.J., et al. Hematopoietic cell-restricted deletion of CD36 reduces high-fat diet-induced macrophage infiltration and improves insulin signaling in adipose tissue. Diabetes 60(4), 1100-1110 (2011).

    Product Citations

    Sivasami, P., Elkins, C., Diaz-Saldana, P.P., et al. Obesity-induced dysregulation of skin-resident PPARγ+ Treg cells promotes IL-17A-mediated psoriatic inflammation. Immunity 56(8), 1844-1861 (2023).