567726

D-erythro-Sphingosine, Free Base, High Purity

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

• Synonim(y): 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
• Wzór empiryczny (zapis Hilla): C₁₈H₃₇NO₂
• Numer CAS: 123-78-4
• Masa cząsteczkowa: 299.49
• UNSPSC Code: 12352211
• NACRES: NA.77
• MDL number: MFCD00036751
• Assay: ≥98% (TLC)
• Form: solid
• Quality level: 100
• Storage condition: OK to freeze

Właściwości

• Quality Level: 100
• description: Merck USA index - 14, 8747
• 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
• SMILES string: N[C@H]([C@H](O)\C=C\CCCCCCCCCCCCC)CO
• 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

Opis

General description

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

Preparation Note

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

Disclaimer

Toxicity: Irritant (B)

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Informacja o środkach bezpieczeństwa

• hcodes: H413
• pcodes: P273 - P501
• Hazard Classifications: Aquatic Chronic 4
• Klasa składowania: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable