D-erythro-C18-Dihydro-D-sphingosine
D-erythro-C18-Dihydro-D-sphingosine
  • CAS No.:764-22-7
Other grades of this product :
D-erythro-C18-Dihydro-D-sphingosine Basic information
Product Name:D-erythro-C18-Dihydro-D-sphingosine
Synonyms:D-ERYTHRO-DIHYDRO-D-SPHINGOSINE;SPHINGANINE;SPC-102860;(2S,3R)-2-aminooctadecane-1,3-diol;(2S,3R)-2-azanyloctadecane-1,3-diol;D-erythro-C18-Dihydro-D-sphingosine;D-erythro-sphinganine;Dihydro-D-erythro-Sphingosine
CAS:764-22-7
MF:C18H39NO2
MW:301.51
EINECS:
Product Categories:Chiral Reagents;Protein Kinase Inhibitors and Activators
Mol File:764-22-7.mol
D-erythro-C18-Dihydro-D-sphingosine Chemical Properties
Melting point 70-72°C
Boiling point 446.2±25.0 °C(Predicted)
density 0.927±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: soluble25mg/mL (warm)
pka12.57±0.45(Predicted)
form White to off-white solid.
color white
Stability:Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.
Safety Information
WGK Germany 3
MSDS Information
D-erythro-C18-Dihydro-D-sphingosine Usage And Synthesis
DescriptionDihydrosphingosine (764-22-7) is a biosynthetic precursor of sphingosine. Inhibitor of protein kinase C1?and phospholipases A2 and D2.
Chemical PropertiesWhite Powder
UsesSphinganine (d18:0) has been used:
  • as a standard in liquid chromatography tandem mass spectrophotometry for the quantification of epidermal ceramides
  • as a medium supplement to test its effect on growth of yeast cells
  • in the preparation of bovine serum albumin lipid complex to investigate its effect on non-lysosomal - glucosylceramidase β2 (GBA2) inhibition
UsesBiosynthetic precursor of Sphingosine. Inhibits protein kinase C.
General DescriptionSphinganine (d18:0) is a substrate for the enzyme ceramide desaturase. It is synthesized indirectly due to the interconversion of supplemented glycine to serine. Sphinganine (d18:0) is catabolized to ceramide.
Biochem/physiol ActionsSphinganine (d18:0) levels are not altered in hereditary sensory neuropathy type 1 cells. Accumulation of d18:0 is observed in tumor hypoxia. It is useful as a biomarker for studying microbial diversity.
References1) Merrill?et al. (1989),?Structural requirements for long-chain (sphingoid) base inhibition of protein kinase C in vitro and for cellular effects of these compounds; Biochemistry,?28?3138 2) Franson?et al. (1992),?Sphingolipid metabolism and signal transduction: inhibition of in vitro phospholipase activity by sphingosine, Biochim. Biophys. Acta?1136?169
D-erythro-C18-Dihydro-D-sphingosine Preparation Products And Raw materials

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