A sphingolipid pathway intermediate
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3-keto Sphinganine (d18:0) (hydrochloride)

Item No. 24380

Technical Information
Formal Name
2S-amino-1-hydroxy-3-octadecanone, monohydrochloride
CAS Number
25515-53-1
Synonyms
  • 3-dehydro Sphinganine
  • 3-keto Dihydrosphingosine
  • 3-keto Sphinganine
Molecular Formula
C18H37NO2 • HCl
Formula Weight
Purity
≥98%
A solid
Chloroform: SolubleEthanol: SolubleMethanol: Soluble
SMILES
N[C@@H](CO)C(CCCCCCCCCCCCCCC)=O.Cl
InChi Code
InChI=1S/C18H37NO2.ClH/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20;/h17,20H,2-16,19H2,1H3;1H/t17-;/m0./s1
InChi Key
FVUPVZMHCVAKHG-LMOVPXPDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    3-keto Sphinganine (d18:0) is an intermediate in the biosynthesis of C18 ceramide (d18:1/18:0) (Item No. 19556).1 It is a lyso-sphingolipid formed by the condensation of L-serine and palmitoyl-CoA by serine palmitoyl transferase (SPT). Vitamin K deficiency inactivates SPT resulting in a decrease in the production of 3-keto sphinganine (d18:0) and other sphingolipids.2 [Matreya, LLC. Catalog No. 1876]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bartke, N., and Hannun, Y.A. Bioactive sphingolipids: Metabolism and function. J. Lipid Res. 50(Suppl), S91-S96 (2009).

    2. Batheja, A.D., Uhlinger, D.J., Carton, J.M., et alCharacterization of serine palmitoyltransferase in normal human tissues. J. Histochem. Cytochem. 51(5), 687-696 (2003).