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3-keto-Dihydrosphingosine is a vital intermediate in the biosynthesis of ceramides.1,2 This lyso-sphingolipid is formed by the condensation of L-serine and palmitoyl-CoA by the serine palmitoyl transferase enzyme.3 It is then reduced to dihydrosphingosine, converted to ceramide, and eventually synthesized into many types of sphingolipids. C18-ketodihydrosphingosine is the major sphingolipid precursor in the early and intermediate stages of cell life with C20-ketodihydrosphingosine as a minor component. Towards the end of the cell’s life the ratio of C18 to C20 ketodihydrosphingosine becomes more equal. It seems to be a critical regulating step in the availability of sphingolipids in cells. Vitamin K deficiency results in the inactivation of the serine palmitoyl transferase enzyme causing a resultant shortage of sphingolipids. Short-chain analogs of 3-keto-dihydrosphingosine have different physical properties from the long-chain 3- keto-dihydrosphingosines. Short-chain bases are considerably less hydrophobic which could significantly change the process of signal transduction.
Cat# Size Price Qty Buy
1892 10 mg £464.06

Additional Information

Property Value or Rating
Product Size 10 mg
Manufacturer Matreya, LLC
Empirical Formula C8H17NO2 • HCl
CAS# 1824382-78-6
Formula Weight 195.7
Solvent none
Source synthetic
Purity 98+%
Analytical Methods TLC
Natural Source Synthetic
Solubility ethanol, methanol, chloroform, DI water
Physical Appearance A neat solid
Storage -20°C

1. N. Bartke and Y. Hannun “Bioactive sphingolipids: metabolism and function” Journal of Lipid Research, Vol. 50 pp. S91-S96, 2009 
2. G. Jenkins and Y. Hannun “Role for de Novo Sphingoid Base Biosynthesis in the Heat-induced Transient Cell Cycle Arrest of Saccharomyces cerevisiae” Journal of Biological Chemistry, Vol. 276 pp. 8574-8581, 2001 
3. A. Batheja et al. “Characterization of Serine Palmitoyltransferase in Normal Human Tissues” Journal of Histochemistry and Cytochemistry, Vol. 51 pp. 687-696, 2003

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