| Identification | Back Directory | [Name]
C8 L-threo Ceramide (d18:1/8:0) | [CAS]
175892-44-1 | [Synonyms]
C8 L-threo Ceramide (d18:1/8:0)
Octanamide, N-[(1S,2S,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]- | [Molecular Formula]
C26H51NO3 | [MOL File]
175892-44-1.mol | [Molecular Weight]
425.69 |
| Chemical Properties | Back Directory | [Boiling point ]
595.5±50.0 °C(Predicted) | [density ]
0.939±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in DMSO | [form ]
A solid | [pka]
13.54±0.20(Predicted) |
| Hazard Information | Back Directory | [Description]
C8 L-threo Ceramide is a bioactive sphingolipid and cell-permeable analog of naturally occurring ceramides.1 It is cytotoxic to U937 cells (IC50 = 10 μM) and, like C8 D-threo ceramide , induces nuclear DNA fragmentation 5- to 6-fold more potently than C8 L-erythro ceramide .2,1 C8 D-threo Ceramide also enhances V. cholerae cytolysin pore formation in liposome lipid membranes, as measured by calcein release, with a 50% release dose (RD50) value of ~30 μg/ml.3 | [Uses]
C8 L-threo ceramide (d18:1/8:0) (N-Octanoyl-L-threo-sphingosine) is an ester product. | [storage]
Store at -20°C | [References]
1. Karasavvas, N., Erukulla, R.K., Bittman, R., et al. Stereospecific induction of apoptosis in U937 cells by N-octanoyl-sphingosine stereoisomers and N-octyl-sphingosine. The ceramide amide group is not required for apoptosis Eur. J. Biochem. 236(2),729-737(1996).
2. 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).
3. Zitzer, A., Bittman, R., Verbicky, C.A., et al. Coupling of cholesterol and cone-shaped lipids in bilayers augments membrane permeabilization by the cholesterol-specific toxins streptolysin O and Vibrio cholerae cytolysin J. Biol. Chem. 276(18),14628-14633(2001). |
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| Company Name: |
Alfa Chemistry
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| Tel: |
1-516-6625404 |
| Website: |
https://www.alfa-chemistry.com |
| Company Name: |
Enzo Biochem Inc
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| Tel: |
Enzo Biochem Inc. 13797054060 |
| Website: |
www.enzo.com |
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