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567726

Sigma-Aldrich

D-erythro-Sphingosine, Free Base, High Purity

Highly purified preparation of bovine brain sphingosine containing >99% of the erythro isomer.

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Synonym(s):
D-erythro-Sphingosine, Free Base, High Purity, Cerebroside, trans-D- erythro-2-Amino-4-octadecene-1,3-diol, Ceramide, Cerebroside, trans-D-erythro-2-Amino-4-octadecene-1,3-diol, Ceramide
Empirical Formula (Hill Notation):
C18H37NO2
CAS Number:
Molecular Weight:
299.49
MDL number:

Quality Level

assay

≥98% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

chloroform: 1 mg/mL
methanol: 1 mg/mL
DMSO: 10 mg/mL

shipped in

ambient

storage temp.

−20°C

InChI

1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1

InChI key

WWUZIQQURGPMPG-KRWOKUGFSA-N

General description

Highly purified preparation of bovine brain sphingosine containing >99% of the erythro isomer.
Highly purified preparation of bovine brain sphingosine containing >99% of the erythro isomer. A potent, cell-permeable, reversible, and selective inhibitor of protein kinase C (PKC; IC50 = 2.8 µM) and insulin receptor tyrosine kinase. PKC inhibition is competitive with respect to diacylglycerol, phorbol dibutyrate, and Ca2+. Does not affect the activity of myosin light chain kinase and protein kinase A. Induces apoptosis in human leukemia HL-60 cells. Note: This product is not to be used for animal treatment, in vivo research or in any other contact procedure with livestock.

Biochem/physiol Actions

Cell permeable: no
Primary Target
PKC
Product does not compete with ATP.
Reversible: no
Target IC50: 2.8 µM against PKC

Warning

Toxicity: Irritant (B)

Reconstitution

Following reconstitution, aliquot, purge with N₂ gas, and freeze (-20°C). Stock solutions are stable for up to 6 months under inert atmosphere at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

hcodes

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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