A sulfatide
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C16 3'-sulfo Galactosylceramide (d18:1/16:0)

Item No. 24862

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R,3E)-2-hydroxy-1-[[(3-O-sulfo-β-D-galactopyranosyl)oxy]methyl]-3-heptadecen-1-yl]-hexadecanamide
CAS Number
89771-78-8
Synonyms
  • (3'-sulfo)Galβ-Cer(d18:1/16:0)
  • N-Hexadecanoyl-Sulfatide
  • C16 Sulfatide
Molecular Formula
C40H77NO11S
Formula Weight
780.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol (2:1): 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(CCCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CCCCCCCCCCCCC
InChi Code
InChI=1S/C40H77NO11S/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(43)33(32-50-40-38(46)39(52-53(47,48)49)37(45)35(31-42)51-40)41-36(44)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,33-35,37-40,42-43,45-46H,3-26,28,30-32H2,1-2H3,(H,41,44)(H,47,48,49)/b29-27+/t33-,34+,35+,37-,38+,39-,40+/m0/s1
InChi Key
CJGVDSGIQZDLDO-PHLJAKBWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $535

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    Product Description

    C16 3’-sulfo Galactosylceramide is a member of the sulfatide class of glycolipids. It is one of the most abundant sulfatides found in porcine brain and plasma.1 Levels of short-chain sulfatides, including C16-C20 3’-sulfo galactosylceramides, decrease throughout development in mice.2 C16 3’-sulfo Galactosylceramide inhibits retinal ganglion cell neurite outgrowth in vitro.3 It is increased in dried urine spots and dried blood spots from patients with metachromatic leukodystrophy (MLD).4 C16 3’-sulfo Galactosylceramide has been used as an internal standard for the quantification of sulfatides in rat cerebellum and isolated white matter from patients with multiple sclerosis.5 [Matreya, LLC. Catalog No. 1875]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. Isaac, G., Pernber, Z., Gieselmann, V., et al. Sulfatide with short fatty acid dominates in astrocytes and neurons. FEBS J. 273(8), 1782-1790 (2006).

    3. Winzeler, A.M., Mandemakers, W.J., Sun, M.Z., et al. The lipid sulfatide is a novel myelin-associated inhibitor of CNS axon outgrowth. J. Neurosci. 31(17), 6481-6492 (2011).

    4. Barcenas, M., Suhr, T.R., Scott, C.R., et al. Quantification of sulfatides in dried blood and urine spots from metachromatic leukodystrophy patients by liquid chromatography/electrospray tandem mass spectrometry. Clin. Chim. Acta 433, 39-43 (2014).

    5. 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).