A mixture of sphingolipid pathway intermediates
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DL-erythro/threo Sphinganine (d18:0)

Item No. 24367

Technical Information
Formal Name
rel-2R-amino-1,3S-octadecanediol
CAS Number
3102-56-5
Molecular Formula
C18H39NO2
Formula Weight
Purity
≥98%
A solid
Chloroform: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
OC[C@@H](N)[C@@H](O)CCCCCCCCCCCCCCC
InChi Code
InChI=1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18+/m1/s1
InChi Key
OTKJDMGTUTTYMP-MSOLQXFVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    DL-erythro Sphinganine (d18:0) is a precursor of ceramide and sphingosine as well as a substrate of sphingosine kinases, which generate sphinganine-1-phosphate (Item No. 22500).1 Sphinganine levels increase significantly in response to certain mycotoxins, including fumonisins as well as in some cancers.2,3,4 This product is a mixture of sphinganine (d18:0) (Item No. 10007945), L-erythro sphinganine (d18:0) (Item No. 24374), D-threo sphinganine (d18:0) (Item No. 24375), and L-threo sphinganine (d18:0). [Matreya, LLC. Catalog No. 1324]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Smith, E.R., and Merrill, A.H., Jr. Differential roles of de novo sphingolipid biosynthesis and turnover in the “Burst” of free sphingosine and sphinganine, and their 1-phosphates and N-acyl-derivatives, that occurs upon changing the medium of cells in culture. The Journal of Biological Chemisty 270(32), 18749-18758 (1995).

    2. Pruett, S.T., Bushnev, A., Hagedorn, K., et alBiodiversity of sphingoid bases ("sphingosines") and related amino alcohols. J. Lipid Res. 49(8), 1621-1639 (2008).

    3. Shephard, G.S., van der Westhuizen, L., and Sewram, V. Biomarkers of exposure to fumonisin mycotoxins: A review. Food Addit. Contam. 24(10), 1196-1201 (2007).

    4. Yin, J., Miyazaki, K., Shaner, R.L., et alAltered sphingolipid metabolism induced by tumor hypoxia - new vistas in glycolipid tumor markers. FEBS Lett. 584(9), 1872-1878 (2010).