A sulfatide
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

C24:1 3'-sulfo Galactosylceramide (d18:1/24:1(15Z))

Item No. 24865

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S)-2R-hydroxy-1-[[(3-O-sulfo-β-D-galactopyranosyl)oxy]methyl]-3E-heptadecen-1-yl]-15Z-tetracosenamide
CAS Number
151057-28-2
Synonyms
  • (3’-sulfo)Galβ-Cer(d18:1/24:1)
  • N-Nervonoyl Sulfatide
  • C24:1 Sulfatide
  • cis-Tetracosenoyl Sulfatide
  • N-Tetracosenoyl (cis-15) Sulfatide
Molecular Formula
C48H91NO11S
Formula Weight
890.3
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol (5:1): 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(CCCCCCCCCCCCC/C=C\CCCCCCCC)=O)[C@H](O)/C=C/CCCCCCCCCCCCC
InChi Code
InChI=1S/C48H91NO11S/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-44(52)49-41(42(51)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)40-58-48-46(54)47(60-61(55,56)57)45(53)43(39-50)59-48/h17-18,35,37,41-43,45-48,50-51,53-54H,3-16,19-34,36,38-40H2,1-2H3,(H,49,52)(H,55,56,57)/b18-17-,37-35+/t41-,42+,43+,45-,46+,47-,48+/m0/s1
InChi Key
ZZQWQNAZXFNSEP-JCOQVFCVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $535

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    C24:1 3’-sulfo Galactosylceramide is a member of the sulfatide class of glycolipids. It is the predominate sulfatide species in mature myelin, and it accumulates at a higher rate than C24 3’-sulfo galactosylceramide (Item No. 24351) in rat cerebellum from seven to 32 days of age when active myelination occurs.1 It interacts with C-type lectins and immunoglobulin-like receptors with the highest affinity for LMIR5.2 It induces production of MCP-1 in basophils but not mast cells and increases the activation of NFAT in a reporter assay via LMIR5. C24:1 3’-sulfo Galactosylceramide is an immunodominant species in myelin, is bound by CD1d in vitro, and increases proliferation in isolated mouse splenocytes.3 It reduces symptoms and increases survival in a mouse model of chronic relapsing-remitting experimental autoimmune encephalomyelitis (EAE) when used at a dose of 20 µg.4 It also decreases the number of inflammatory lesions and infiltrating mononuclear cells in the lumbar spinal cord of EAE mice. As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1931]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Marbois, B.N., Faull, K.F., Fluharty, A.L., et al. Analysis of sulfatide from rat cerebellum and multiple sclerosis white matter by negative ion electrospray mass spectrometry. Biochim. Biophys. Acta 1484(1), 59-70 (2000).

    2. Phongsisay, V., Iizasa, E., Hara, H., et al. 3-O-sulfo-β-D-galactose moiety of endogenous sulfoglycolipids is a potential ligand for immunoglobulin-like receptor LMIR5. Mol. Immunol. 63(2), 595-599 (2015).

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

    4. Maricic, I., Halder, R., Bischof, F., et al. Dendritic cells and anergic type I NKT cells play a crucial role in sulfatide-mediated immune regulation in experimental autoimmune encephalomyelitis. J. Immunol. 193(3), 1035-1046 (2014).