title: Synthesis of fluorescence-labeled sphingosine and sphingosine 1-phosphate; effective tools for sphingosine and sphingosine 1-phosphate behavior.
abstract: A fluorescence-labeled sphingosine and sphingosine 1-phosphate have been successfully synthesized from the oxazolidinone methyl ester derived from glycidol via monoalkylation and the stereoselective reduction of the resulting ketone. The labeled sphingosine was converted into its phosphate by treatment with sphingosine kinase 1 (SPHK1) from mouse, and in platelets, and it was incorporated into the Chinese Hamster Ovarian (CHO) cells. In addition, MAPK was activated by NBD-Sph-1-P through Edg-1, Sph-1-P receptor.
authors.affiliation: School of Science and Technology, Kwansei Gakuin University, Gakuen, Sanda, Hyogo 669-1337, Japan.
authors.forename: Toshikazu
authors.initials: T
authors.lastname: Hakogi
authors.forename: Toshihiko
authors.initials: T
authors.lastname: Shigenari
authors.forename: Shigeo
authors.initials: S
authors.lastname: Katsumura
authors.forename: Takamitsu
authors.initials: T
authors.lastname: Sano
authors.forename: Takayuki
authors.initials: T
authors.lastname: Kohno
authors.forename: Yasuyuki
authors.initials: Y
authors.lastname: Igarashi
mesh_terms: D009327:4-Chloro-7-nitrobenzofurazan; D000818:Animals; D016466:CHO Cells; D006224:Cricetinae; D005456:Fluorescent Dyes / Q000138:chemical synthesis*; D008246:Lysophospholipids; D051379:Mice; D020928:Mitogen-Activated Protein Kinases / Q000187:drug effects / Q000378:metabolism; D010766:Phosphorylation / Q000187:drug effects; D015290:Second Messenger Systems / Q000187:drug effects*; D013110:Sphingosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*
chemical_list: D005456:Fluorescent Dyes; D008246:Lysophospholipids; C060506:sphingosine 1-phosphate; D020928:Mitogen-Activated Protein Kinases; D009327:4-Chloro-7-nitrobenzofurazan; D013110:Sphingosine