Synthesis and evaluation of a photolyzable derivative of sphingosine 1-phosphate--caged SPP

Bioorg Med Chem Lett. 1998 Apr 7;8(7):711-4. doi: 10.1016/s0960-894x(98)00112-7.

Abstract

The synthesis of a photolyzable sphingosine 1-phosphate derivative is reported via the reaction of N-(tert-butoxycarbonyl)-2-N,3-O- isopropylidenesphingosine 7 and bis(alpha-methyl-o-nitrobenzyl) N,N-diisopropyl-phosphoramidite. Stimulation of DNA synthesis upon illumination of caged SPP-loaded cells is also described.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • 3T3 Cells
  • Animals
  • Cell Division / drug effects
  • DNA / biosynthesis*
  • Indicators and Reagents
  • Lysophospholipids*
  • Mice
  • Models, Molecular
  • Molecular Structure
  • Organophosphates / chemical synthesis*
  • Organophosphates / chemistry
  • Organophosphates / pharmacology
  • Photolysis
  • Sphingosine / analogs & derivatives*
  • Sphingosine / chemical synthesis
  • Sphingosine / chemistry
  • Sphingosine / pharmacology

Substances

  • Indicators and Reagents
  • Lysophospholipids
  • Organophosphates
  • caged sphingosine 1-phosphate
  • sphingosine 1-phosphate
  • DNA
  • Sphingosine