An internal standard for the quantification of C22 glucosylceramide
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.

C22 Glucosylceramide-d4 (d18:1/22:0-d4)

Item No. 9003462

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R,3E)-1-[(β-D-glucopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-docosanamide-12,12,13,13-d4
CAS Number
2738376-81-1
Synonyms
  • N-Docosanoyl-glucopsychosine-d4
  • N-Docosanoyl-β-glucosylsphingosine-d4
  • GlcCer(d18:1/22:0-d4)​
  • GluCer(18:1/22:0-d4)
  • N-C22:0-Glucocerebroside-d4
  • C22 Glucosylceramide-d4
  • Glucosylceramide-d4 (d18:1/22:0-d4)
Molecular Formula
C46H85D4NO8
Formula Weight
788.2
Purity
≥99% deuterated forms (d1-d4)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol:DI Water (2:1:0.1): soluble
SMILES
O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)NC(CCCCCCCCCCC([2H])([2H])C([2H])([2H])CCCCCCCCC)=O)[C@@H]1O
InChi Code
InChI=1S/C46H89NO8/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-42(50)47-39(38-54-46-45(53)44(52)43(51)41(37-48)55-46)40(49)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h33,35,39-41,43-46,48-49,51-53H,3-32,34,36-38H2,1-2H3,(H,47,50)/b35-33+/t39-,40+,41+,43+,44-,45+,46+/m0/s1/i18D2,19D2
InChi Key
YIGARKIIFOHVPF-MFKLBOLNSA-N
Side Chain Carbon Sum
40:1
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice 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

    500 µg

    $303

    Add

    1 mg

    $523

    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

    C22 Glucosylceramide-d4 is intended for use as an internal standard for the quantification of C22 glucosylceramide (Item No. 23210) by GC- or LC-MS. C22 Glucosylceramide is an endogenous glucosylceramide.1,2,3 Glucosylceramides are major constituents of skin lipid membranes where they play a role in maintaining the water permeability barrier. They are precursors in the synthesis of lactosylceramide (Item No. 16983), as well as oligoglycolipids and gangliosides. Phospholipase A2 (PLA2) type XIIA knockdown increases C22 glucosylceramide expression in rat brain.3 It is also increased in the brain, but not the liver or spinal cord, of mice fed a methionine-restricted diet.2 In human athletes, plasma levels of C22 glucosylceramide increase during exercise and return to basal levels during recovery.1 As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 2216]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bergman, B.C., Brozinick, J.T., Strauss, A., et al. Serum sphingolipids: Relationships to insulin sensitivity and changes with exercise in humans. Am. J. Physiol. Endocrinol. Metab. 309(4), E398-E408 (2015).

    2. Jové, M., Ayala, V., Ramírez-Núñez, O., et al. Specific lipidome signatures in central nervous system from methionine-restricted mice. J. Proteome Res. 12(6), 2679-2689 (2013).

    3. Ee, S.-M., Lo, Y.-L., Shui, G., et al. Distribution of secretory phospholipase A2 XIIA in the brain and its role in lipid metabolism and cognition. Mol. Neurobiol. 50(1), 60-75 (2014).