310500

D-erythro-Sphingosine, N,N-Dimethyl-

A cell-permeable and reversible inhibitor of protein kinase C (PKC; IC₅₀ = 12 µM) and stimulates Src kinase activity.

• Synonym(s): D-erythro-Sphingosine, N,N-Dimethyl-, DMS, SK Inhibitor III, Sphingosine Kinase Inhibitor III
• Empirical Formula (Hill Notation): C₂₀H₄₁NO₂
• CAS Number: 119567-63-4
• Molecular Weight: 327.55
• UNSPSC Code: 12352211
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥98% (TLC)
• form: oil (Clear); waxy solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• solubility: DMSO: 5 mg/mL; ethanol: soluble; methanol: soluble
• shipped in: ambient
• storage temp.: −20°C
• InChI: 1S/C20H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(18-22)21(2)3/h16-17,19-20,22-23H,4-15,18H2,1-3H3/b17-16+/t19-,20+/m0/s1
• InChI key: YRXOQXUDKDCXME-YIVRLKKSSA-N

Description

General description

A cell-permeable and reversible inhibitor of protein kinase C (IC₅₀ = 12 µM) and enhances src kinase activity. Useful for inhibiting cell surface expression of selectins that promote adhesion of leukocytes or tumor cells to platelets and endothelial cells. Induces apoptosis in human leukemia HL-60 cells.

A cell-permeable and reversible inhibitor of protein kinase C (PKC; IC₅₀ = 12 µM) and stimulates Src kinase activity. Useful for inhibiting cell surface expression of selectins that promote adhesion of leukocytes or tumor cells to platelets and endothelial cells. Induces apoptosis in human leukemia HL-60 cells. An inhibitor of sphingosine kinase.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
PKC

Product does not compete with ATP.

Reversible: yes

Target IC₅₀: 12 µM against PKC

Warning

Toxicity: Irritant (B)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 weeks at -20°C.

Other Notes

Cuvillier, O., et al. 1996. Nature381, 800.
Ohta, H., et al. 1995. Cancer Res.55, 691.
Kimura, S., et al. 1992. Biochem. Pharmacol.44, 1585.
Hanada, K., et al. 1991. Biochemistry30, 11682.
Igarashi, Y., et al. 1990. J. Biol. Chem.265, 5385.

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable