A mixture of isolated bovine sulfatides
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Sulfatide (bovine) (sodium salt)

Item No. 24323

Technical Information
Formal Name
1-O-(3-O-sulfo-β-D-galactopyranosyl)-ceramide, monosodium salt
Synonyms
  • Galactosylceramide I3-sulfate
  • Ganglioside SM4
  • I3SO3-GalCer
  • SM4
  • Sulfated Galactocerebroside
  • 3-O-Sulfogalactosylceramide
  • Sulphatide
Molecular Formula
C42H80NO11S • Na (for stearoyl)
Formula Weight
Purity
≥95%
A solid
Chloroform:Methanol:DI Water (2:1:0.1): solubleDMSO: Soluble
SMILES
O[C@@H]1[C@@H](OS([O-])(=O)=O)[C@@H](O)[C@@H](CO)O[C@H]1OC[C@H](NC([R])=O)[C@H](O)/C=C/CCCCCCCCCCCCC.[Na+]
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Sulfatides are endogenous sulfoglycolipids with various biological activities in the central and peripheral nervous systems, pancreas, and immune system.1 They are produced from the combination of ceramide and UDP-galactose in the endoplasmic reticulum followed by sulfation in the Golgi apparatus. The ceramide portion contains variable fatty acid chain lengths, which are tissue- and pathology-dependent. Sulfatides are primarily found in the myelin sheath of oligodendrocytes and Schwann cells, with smaller chain lengths predominant during development and longer chain lengths predominant in mature cells.2 They accumulate in the lysosomes of patients with metachromatic leukodystrophy, a disorder characterized by arylsulfatase A deficiency.3,1 Sulfatides are also located in pancreatic β-cells and inhibit insulin release from isolated rat pancreatic islet cells, suggesting a potential role in diabetes.4 Sulfatides can induce inflammation in glia in vitro and certain sulfatides, such as C24:1 3’-sulfo-galactosylceramide, can induce an immune response in vitro in mouse splenocytes.5,6 They also inhibit influenza A virus infection in vitro.7 Brain levels of sulfatides are decreased in patients with preclinical Alzheimer’s disease, and autoantibodies against sulfatide have been found in cerebrospinal fluid (CSF) of patients with multiple sclerosis.8,9 Intratumoral levels of sulfatide are positively correlated with increased tumor stage in patients with ovarian cancer.10 As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1049]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Takahashi, T., and Suzuki, T. Role of sulfatide in normal and pathological cells and tissues. J. Lipid Res. 53(8), 1437-1450 (2012).

    2. Svennerholm, L., and Ställberg-Stenhagen, S. Changes in the fatty acid composition of cerebrosides and sulfatides of human nervous tissue with age. J. Lipid Res. 9(2), 215-225 (1968).

    3. Saville, J.T., Smith, N.J.C., Fletcher, J.M., et alQuantification of plasma sulfatides by mass spectrometry: Utility for metachromatic leukodystrophy. Anal. Chim. Acta 955, 79-85 (2017).

    4. Buschard, K., Høy, M., Bokvist, K., et alSulfatide controls insulin secretion by modulation of ATP-sensitive K+-channel activity and Ca2+-dependent exocytosis in rat pancreatic β-cells. Diabetes 51(8), 2514-2521 (2002).

    5. Jeon, S.-B., Yoon, H.J., Park, S.-H., et alSulfatide, a major lipid component of myelin sheath, activates inflammatory responses as an endogenous stimulator in brain-resident immune cells. J. Immunol. 181(11), 8077-8087 (2008).

    6. Zajonc, D.M., Maricic, I., Wu, D., et alStructural basis for CD1d presentation of a sulfatide derived from myelin and its implications for autoimmunity. J. Exp. Med. 202(11), 1517-1526 (2005).

    7. Suzuki, T., Sometani, A., Yamazaki, Y., et alSulphatide binds to human and animal influenza A viruses, and inhibits the viral infection. Biochem. J. 318(Pt 2), 389-393 (1996).

    8. Cheng, H., Wang, M., Li, J.-L., et alSpecific changes of sulfatide levels in individuals with preclinical Alzheimer’s disease: An early event in disease pathogenesis. J. Neurochem. 127(6), 733-738 (2013).

    9. Ilyas, A.A., Chen, Z.-W., and Cook, S.D. Antibodies to sulfatide in cerebrospinal fluid of patients with multiple sclerosis. J. Neuroimmunol. 139(1-2), 76-80 (2003).

    10. Makhlouf, A.M., Fathalla, M.M., Zakhary, M.A., et alSulfatides in ovarian tumors: Clinicopathological correlates. Int. J. Gynecol. Cancer 14(1), 89-93 (2004).