Caged ceramide 1-phosphate analogues: synthesis and properties

Ravi S Lankalapalli; Alberto Ouro; Lide Arana; Antonio Gómez-Muñoz; Robert Bittman

doi:10.1021/jo902076w

Caged ceramide 1-phosphate analogues: synthesis and properties

J Org Chem. 2009 Nov 20;74(22):8844-7. doi: 10.1021/jo902076w.

Authors

Ravi S Lankalapalli¹, Alberto Ouro, Lide Arana, Antonio Gómez-Muñoz, Robert Bittman

Affiliation

¹ Department of Chemistry and Biochemistry, Queens College of The City University of New York, Flushing, New York 11367-1597, USA.

Abstract

Sphingolipid phosphate analogues bearing 7-(diethylamino)coumarin (DECM) and 4-bromo-5-hydroxy-2-nitrobenzhydryl (BHNB) groups in a photolabile ester bond were synthesized. The ability of the "caged" ceramide 1-phosphate analogues to release the bioactive parent molecule upon irradiation at 400-500 nm was demonstrated by stimulation of macrophage cell proliferation.

Publication types

Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

MeSH terms

Ceramides / chemical synthesis*
Ceramides / chemistry
Molecular Structure
Stereoisomerism

Substances

Ceramides
ceramide 1-phosphate

Abstract

Publication types

MeSH terms

Substances

Grants and funding