D-threo-DihydrosphingosineD-threo-Dihydrosphingosine
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D-threo-Dihydrosphingosine

D-threo-Sphinganine, C18 chain

This product is a high purity, well-defined, D-threo-dihydrosphingosine which demonstrates unique properties as compared with the natural D-erythro isomer and is therefore ideal for use in comparison studies of dihydrosphingosine. Sphinganine (dihydrosphingosine) is the precursor of dihydroceramide which is then desaturated to form ceramide. It is a critical intermediate in the synthesis of many complex sphingoid bases and ceramide analogs. It has been found that sphinganine can induce cell death in a number of types of malignant cells and is being tested for its pharmacological properties.1 While both D-threo and L-threo-C2-dihydroceramide induced apoptosis in cells neither D-erythro nor L-erythro-C2-dihydroceramide showed activity.2 A report has concluded that only the erythro isomers of dihydrosphingosine act as substrates for the enzyme sphingosine kinase with both of the threo isomers inhibiting its activity.3
Cat# Size Price Qty Buy
1851 1 mg £220.31

Additional Information

Property Value or Rating
Product Size 1 mg
Manufacturer Matreya, LLC
Empirical Formula C18H39NO2
CAS# 6036-86-8
Formula Weight 301.5
Solvent none
Source synthetic
Purity 98+%
Analytical Methods TLC, GC, identity confirmed by MS
Natural Source Synthetic
Solubility chloroform, ethanol, methanol, DMSO
Physical Appearance A neat solid
Storage -20°C
References

1. W. Zheng “Fenretinide increases dihydroceramide and dihydrosphingolipids due to inhibition of dihydroceramide desaturase” Georgia Institute of Technology, 2006 
2. A. Bielawska “Selectivity of Ceramide-Mediated Biology Lack of Activity of erythro-Dihydroceramide” Journal of Biological Chemistry, vol. 268 pp. 26226-26232, 1993 
3. B. Buehrer and R. Bell “Inhibition of Sphingosine Kinase in Vitro and in Platelets Implications for Signal Transduction Pathways” Journal of Biological Chemistry, vol. 267 pp. 3154-3159, 1992

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