Abstract:
:Caged ceramide analogues (C6-, C16-, C18-, C22- and C24-Cer) have been prepared by introducing a hydrophilic coumarin-based cage bearing a short polyethylene glycol (PEG) chain. (6-Bromo-7-mTEGylated-coumarin-4-yl)methyl (Btc) caged ceramide showed efficient photo-uncaging to release the parent ceramide upon direct exposure to 350 nm UV light; in contrast (7-mTEGylated-coumarin-4-yl)methyl (Tc) caged ceramide was photolysed more slowly. In preliminary experiments, Btc-caged ceramides were taken up by cells and their photolysis led to decreases in cell viability, but not to activation of caspase enzymes, suggesting that either reactive oxygen species or an alternate caspase-independent pathway may be responsible for the decreases in cell viability caused by photolysis of caged ceramides.
journal_name
Chem Phys Lipidsjournal_title
Chemistry and physics of lipidsauthors
Kim YA,Day J,Lirette CA,Costain WJ,Johnston LJ,Bittman Rdoi
10.1016/j.chemphyslip.2015.07.006subject
Has Abstractpub_date
2016-01-01 00:00:00pages
117-24eissn
0009-3084issn
1873-2941pii
S0009-3084(15)30011-6journal_volume
194pub_type
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