An internal standard for the quantification of sphingosine (d18:1)
Related Products
Alternative(s)
24371Sphingosine-d9 (d18:1)
Unlabeled Version(s)
10007907Sphingosine (d18:1)
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Sphingosine-d7 (d18:1)

Item No. 22786

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,3R,4E)-2-amino-4-octadecene-16,16,17,17,18,18,18-d7-1,3-diol
CAS Number
1246304-34-6
Synonyms
  • (−)-Sphingosine-d7
  • D-erythro-Sphingosine C-18-d7
Molecular Formula
C18H30D7NO2
Formula Weight
306.5
Purity
≥99% deuterated forms (d1-d7)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 2 mg/mlEthanol: miscible
SMILES
OC[C@H](N)[C@H](O)/C=C/CCCCCCCCCCC([2H])([2H])C([2H])([2H])C([2H])([2H])[2H]
InChi Code
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1/i1D3,2D2,3D2
InChi Key
WWUZIQQURGPMPG-AVMMVCTPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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.

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    500 µg

    $134

    Add

    1 mg

    $253

    Add
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    Product Description

    Sphingosine-d7 (d18:1) is intended for use as an internal standard for the quantification of sphingosine (d18:1) (Item No. 10007907) by GC- or LC-MS. Sphingosine (d18:1) is formed primarily from the breakdown of ceramide.1 Sphingosine (d18:1) inhibits protein kinase C and phosphatidic acid phosphohydrolase, whereas it activates phospholipase D and diacylglycerol (DAG) kinase.1 Phosphorylation of sphingosine (d18:1) by sphingosine kinases 1 and 2 (SPHK1, SPHK2) produces sphingosine-1-phosphate, a potent bioactive lipid that exhibits a broad spectrum of biological activities including cell proliferation, survival, migration, cytoskeletal organization, and morphogenesis.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hannun, Y.A., Luberto, C., and Argraves, K.M. Enzymes of sphingolipid metabolism: From modular to integrative signaling. Biochemistry 40(16), 4893-4903 (2001).

    2. Takuwa, Y., Takuwa, N., and Sugimoto, N. The Edg family G protein-coupled receptors for lysophospholipids: Their signaling properties and biological activities. J. Biochem. 131(6), 767-771 (2002).

    3. Ishii, I., Fukushima, N., Ye, X., et al. Lysophospholipid receptors: Signaling and biology. Annu. Rev. Biochem. 73, 321-354 (2004).

    4. Kluk, M.J., and Hla, T. Signaling of sphingosine-1-phosphate via the S1P/EDG-family of G-protein-coupled receptors. Biochim. Biophys. Acta 1582(1-3), 72-80 (2002).