Synthetic Sphingosines with Sphingoid Bases other than C18

Mammalian cells contain mostly D-erythro sphingosines having C18 and C20 bases with a smaller amount of C16 bases. Some bacteria and fungi have predominantly C16 or even shorter sphingosine bases. C17 sphingosine bases are easily separated by reverse-phase HPLC and readily identified by mass spectrometry. They are also usually absent from, or present in low amounts in, natural systems reducing the need for background subtractions.1


  1. A. Merrill, "Sphingolipid and Glycosphingolipid Metabolic Pathways in the Era of Sphingolipidomics" Chemical Reviews, Vol. 111 pp. 6387-6422, 2011