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3-keto-C12-Dihydrosphingosine•HCl

CATALOG # 1893

Specifications

  • Catalog #:1893
  • Scientific Name:3-keto-C12-Dihydrosphingosine•HCl
  • Common Name:1-Hydroxy-2-amino-3-keto-dodecane•HCl
  • Empirical Formula:C12H25NO2•HCl
  • CAS#:1823032-02-5
  • SDS:View Safety Data Sheet
  • Data Sheet:View Data Sheet
  • Formula Weight:215 + HCl
  • Unit:10 mg
  • Solvent:none
  • Source:synthetic
  • Purity:98+%
  • Analytical Methods:TLC
  • Solubility:ethanol, methanol, or chloroform
  • Physical Appearance:solid
  • Storage:-20°C
  • Dry Ice:No
  • Hazardous:No

Description

Application Notes:

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 is 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.

References:
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
Price $535.00

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