Synthesis and properties of a photoactivatable analogue of psychosine (β-galactosylsphingosine)

Ravi S. Lankalapalli, Attila Baksa, Károly Liliom, Robert Bittman

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

(Chemical Equation Presented) Photoaffinity probes: The first synthesis of a photoaffinity probe of psychosine (blue) is reported, where benzophenone (red) is tethered as a crosslinking moiety. This photo-psychosine probe (shown) displayed a similar potency as psychosine in stimulating Ca2+ flux in U937 cells, suggesting that it may be useful for labeling and identifying the still unidentified psychosine receptor(s) by mass spectrometry.

Original languageEnglish
Pages (from-to)682-686
Number of pages5
JournalChemMedChem
Volume5
Issue number5
DOIs
Publication statusPublished - May 3 2010

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Keywords

  • Glycolipids
  • Metathesis
  • Neurological agents
  • Photoaffinity labeling
  • Sphingolipids

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Pharmacology
  • Drug Discovery
  • Pharmacology, Toxicology and Pharmaceutics(all)
  • Organic Chemistry

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