A bioactive sphingolipid
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Sphingosine (d14:1)

Item No. 24373

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2S-amino-4E-tetradecene-1,3R-diol
CAS Number
24558-60-9
Synonyms
  • D-erythro-Sphingosine C14
Molecular Formula
C14H29NO2
Formula Weight
243.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
OC[C@H](N)[C@H](O)/C=C/CCCCCCCCC
InChi Code
InChI=1S/C14H29NO2/c1-2-3-4-5-6-7-8-9-10-11-14(17)13(15)12-16/h10-11,13-14,16-17H,2-9,12,15H2,1H3/b11-10+/t13-,14+/m0/s1
InChi Key
VDRZDTXJMRRVMF-NXFSIWHZSA-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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    1 mg

    $98

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    5 mg

    $436

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    10 mg

    $676

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    25 mg

    $1,202

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    Product Description

    Sphingosine (d14:1) is a bioactive sphingolipid that has been found in B. mori (silkworm), P. clarkii (crayfish), and A. aurita (jellyfish) extracts.1,2,3 It increases the germination rate of N. rileyi, an entomopathogenic fungus, with an EC50 value of 0.0102 ng/ml.1 Sphingosine (d14:1) inhibits protein kinase C (PKC) in vitro (IC50 = 7.3 mol%) as well as superoxide generation induced by phorbol 12-myristate 13-acetate (PMA; Item No. 10008014) in neutrophils and reduces growth of CHO cells (IC50s = 19 and 8 μM, respectively).4 [Matreya, LLC. Catalog No. 1833]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Noda, T., Ono, M., Iimure, K., et al. Characterization of a germination-accelerating factor from the silkworm (Bombyx mori Linnaeus) of entomopathogenic fungus Nomuraea rileyi (Farlow) Samson. Biosci. Biotech. Biochem. 74(6), 1226-1230 (2010).

    2. Moscatelli, E.A., and Gilliland, K.M. Sphingosine, a novel sphingosine base from Procambarus clarkii. Lipids 4(3), 244-245 (1969).

    3. Kariotoglou, D.M., and Mastronicolis, S.K. Sphingophosphonolipids, phospholipids, and fatty acids from Aegean jellyfish Aurelia aurita. Lipids 36(11), 1255-1264 (2001).

    4. Merrill, A.H., Jr., Nimkar, S., Menaldino, D., et al. Structural requirements for long-chain (shingoid) base inhibition of protein kinase C in vitro and for the cellular effects of these compounds. Biochemistry 28(8), 3138-3145 (1989).