A new tool to assess ceramide bioactivity: 6-bromo-7-hydroxycoumarinyl-caged ceramide†
Young Ah Kim,Willard J. Costain,Linda J. Johnston,Robert Bittman
Chemical Communications Pub Date : 07/15/2011 00:00:00 , DOI:10.1039/C1CC12345A
Abstract

The bioactivity of natural, long-chain ceramides has until now been studied after its delivery to cells in organic solvent mixtures containing dodecane. We have synthesized ceramides conjugated to a (6-bromo-7-hydroxycoumarin-4-yl)methyl group. The photocaged ceramide is efficiently released with 350 nm light in aqueous solution at neutral pH, thus providing a promising new tool to study ceramide's properties.

Graphical abstract: A new tool to assess ceramide bioactivity: 6-bromo-7-hydroxycoumarinyl-caged ceramide