title: A new tool to assess ceramide bioactivity: 6-bromo-7-hydroxycoumarinyl-caged ceramide.
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.
authors.affiliation: Department of Chemistry and Biochemistry, Queens College of The City University of New York, Flushing, NY 11367, USA.
authors.forename: Young Ah
authors.initials: YA
authors.lastname: Kim
authors.forename: Daniel M Carter
authors.initials: DM
authors.lastname: Ramirez
authors.forename: Willard J
authors.initials: WJ
authors.lastname: Costain
authors.forename: Linda J
authors.initials: LJ
authors.lastname: Johnston
authors.forename: Robert
authors.initials: R
authors.lastname: Bittman
mesh_terms: D000818:Animals; D001966:Bromine / Q000737:chemistry / Q000378:metabolism; D002460:Cell Line; D002463:Cell Membrane Permeability; D002518:Ceramides / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*; D003374:Coumarins / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism; D008264:Macrophages / Q000378:metabolism; D010782:Photolysis
chemical_list: D002518:Ceramides; D003374:Coumarins; D001966:Bromine