A sulfatide lacking the fatty acyl group
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

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.

3’-sulfo Galactosylsphingosine (ammonium salt)

Item No. 25316

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,3R,4E)-2-amino-3-hydroxy-4-octadecen-1-yl, β-D-galactopyranoside, 3-(hydrogen sulfate), monoammonium salt
CAS Number
1246681-32-2
Synonyms
  • Lyso 3’-sulfo Galactosylceramide
  • Lyso-Sulfatide
  • Sphingosine-1-Galactoside-3-Sulfate
  • Sulfogalactosylsphingosine
Molecular Formula
C24H46NO10S • NH4
Formula Weight
558.7
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](N)[C@H](O)/C=C/CCCCCCCCCCCCC.[NH4+]
InChi Code
InChI=1S/C24H47NO10S.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-33-24-22(29)23(35-36(30,31)32)21(28)20(16-26)34-24;/h14-15,18-24,26-29H,2-13,16-17,25H2,1H3,(H,30,31,32);1H3/b15-14+;/t18-,19+,20+,21-,22+,23-,24+;/m0./s1
InChi Key
AQKRGBHKEUDQAP-BIFWVYATSA-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

    $756

    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

    3’-sulfo Galactosylsphingosine is a form of sulfatide (Item No. 24323) that is lacking the fatty acyl group. It decreases migration and adhesion of B35 neuroblastoma cells and increases cell rounding when used at a concentration of 20 µM.1 It also inhibits PKC and cytochrome c oxidase activity when used at concentrations of 150 and 50-100 µM, respectively.2 3’-sulfo Galactosylsphingosine accumulates in patients with metachromatic leukodystrophy, a lysosomal storage disorder characterized by arylsulfatase A (ASA) deficiency leading to progressive demyelination and neuromotor deficits.3 In mice lacking ASA, levels of 3’-sulfo galactosylsphingosine increase after one month of age followed by demyelination and neuromotor deficits.2,3 3’-sulfo Galactosylsphingosine has been used as a standard for the quantification of 3’-sulfo galactosylsphingosine by LC-MS.4 [Matreya, LLC. Catalog No. 1904]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hans, M., Pusch, A., Dai, L., et al. Lysosulfatide regulates the motility of a neural precursor cell line via calcium-mediated process collapse. Neurochem. Res. 34(3), 508-517 (2009).

    2. Blomqvist, M., Gieselmann, V., and Månsson, J.E. Accumulation of lysosulfatide in the brain of arylsulfatase A-deficient mice. Lipids Health Dis. 10:28, (2011).

    3. Toda, K., Kobayashi, T., Goto, I., et al. Lysosulfatide (sulfogalactosylsphingosine) accumulation in tissues from patients with metachromatic leukodystrophy. J. Neurochem. 55(5), 1585-1591 (1990).

    4. Mirzaian, M., Kramer, G., and Poorthuis, B.J. Quantification of sulfatides and lysosulfatides in tissues and body fluids by liquid chromatography-tandem mass spectrometry. J. Lipid. Res. 56(4), 936-943 (2015).