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189894-80-2

189894-80-2 Structure

189894-80-2 Structure
IdentificationBack Directory
[Name]

C6 L-threo Ceramide (d18:1/6:0)
[CAS]

189894-80-2
[Synonyms]

C6 L-threo Ceramide (d18:1/6:0)
[Molecular Formula]

C24H47NO3
[MDL Number]

MFCD08703024
[MOL File]

189894-80-2.mol
[Molecular Weight]

397.63
Chemical PropertiesBack Directory
[Boiling point ]

574.7±50.0 °C(Predicted)
[density ]

0.946±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Chloroform: Soluble; DMF: 5 mg/ml; DMSO: Soluble; Ethanol: Soluble
[form ]

A solid
[pka]

13.53±0.20(Predicted)
Hazard InformationBack Directory
[Description]

C6 L-threo Ceramide is a bioactive sphingolipid and cell-permeable analog of naturally occurring ceramides.1,2 C6 L-threo Ceramide is cytotoxic to U937 cells in vitro (IC50 = 18 μM).3 It is metabolically inactive and, unlike C6 L-erythro ceramide , C6 L-threo ceramide cannot be converted to C6 glucosylceramide by ceramide glucosyltransferase.2 C6 L-threo Ceramide enhances IL-4 production induced by phorbol 12-myristate 13-acetate (PMA; ) in EL4 T cells when used at a concentration of 10 μM.4
[Uses]

C6 L-threo Ceramide is a bioactive sphingolipid and cell-permeable analog of naturally occurring ceramides[1]. C6 L-threo Ceramide significantly inhibits IL-4 production in T cells. Anti-allergic agents[2].
[storage]

Store at -20°C
[References]

1. Schwarz, A., and Futerman, A.H. Distinct roles for ceramide and glucosylceramide at different stages of neuronal growth J. Neurosci. 17(9),2929-2938(1997).
2. Paul, P., Kamisaka, Y., Marks, D.L., et al. Purification and characterization of UDP-glucose: Ceramide glucosyltransferase from rat liver Golgi membranes Curr. Opin. Struct. Biol. 271(4),2287-2293(1996).
3. Chang, Y.-T., Choi, J., Ding, S., et al. The synthesis and biological characterization of a ceramide library J. Am. Chem. Soc. 124(9),1856-1857(2002).
4. Park, J., Li, Q., Chang, Y.T., et al. Inhibitory activity of a ceramide library in interleukin-4 production from activated T cells Bioorg. Med. Chem. 13(7),2589-2595(2005).
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