C8 D-
threo Ceramide is a bioactive sphingolipid and cell-permeable analog of naturally occurring ceramides.
1 It is cytotoxic to U937 cells (IC
50 = 17 μM) and induces nuclear DNA fragmentation 5- to 6-fold more potently than C8 ceramide .
1,2 C8 D-
threo Ceramide is a substrate for
E. coli diacylglycerol kinase.
1 It activates ceramide-activated protein kinase (CAPK) in U937 cells. 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 (RD
50) value of ~5 μg/ml.
3
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).
