L-ERYTHRO-DIHYDROSPHINGOSINE Chemical Properties

Boiling point:

446.2±25.0 °C(Predicted)

Density 

0.927±0.06 g/cm3(Predicted)

storage temp. 

−20°C

solubility 

DMSO: 25 mg/mL warm

pka

12.57±0.45(Predicted)

form 

A solid

color 

white

Safety Information

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

L-ERYTHRO-DIHYDROSPHINGOSINE Usage And Synthesis

Description

L-erythro Sphinganine (d18:0) is a synthetic bioactive sphingolipid and stereoisomer of sphinganine (d18:0) and D-threo sphinganine . It induces autophagy in HCT116 cells when used at a concentration of 12 μM. L-erythro Sphinganine induces cell cycle arrest of 7R4-LCB1 yeast cells. It is metabolized via sphinganine N-acyltransferase and sphinganine kinase in vivo in rat liver. [Matreya, LLC. Catalog No. 1846]

Uses

L-erythro-Dihydrosphingosine is an ester product.

Definition

ChEBI: Erythro-dihydrosphingosine is an amino alcohol.

References

[1] JESSE COWARD. Safingol (L-threo-sphinganine) induces autophagy in solid tumor cells through inhibition of PKC and the PI3-kinase pathway.[J]. Autophagy, 2009, 5 2: 184-193. DOI: 10.4161/auto.5.2.7361
[2] G M JENKINS  Y A H. Role for de novo sphingoid base biosynthesis in the heat-induced transient cell cycle arrest of Saccharomyces cerevisiae.[J]. The Journal of Biological Chemistry, 2001, 276 11: 8574-8581. DOI: 10.1074/jbc.m007425200
[3] W STOFFEL  K B. Stereospecificities in the metabolic reactions of the four isomeric sphinganines (dihydrosphingosines) in rat liver.[J]. Hoppe-Seyler’s Zeitschrift fur physiologische Chemie, 1973, 354 2: 169-181. DOI: 10.1515/bchm2.1973.354.1.169

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