An expedient synthesis of fluorescent labeled ceramide-1-phosphate analogues

I. A. Boldyrev, R. E. Brown, J. G. Molotkovsky

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

A synthesis for fluorescent analogs of ceramide-1-phosphate bearing 9-anthrylvinyl or 4,4-difluoro-3a,4a-diaza-s-indacene-8-yl (Me 4-BODIPY) fluorophore at co-position of fatty acid residue was carried out. The key stage of the synthesis is hydrolysis of corresponding sphingomyelins catalyzed by phospholipase D from Streptomyces chromofuscus; the enzymatic yield has been raised to 50-70% by appliance of organic solvent in the incubation medium.

Original languageEnglish (US)
Pages (from-to)539-542
Number of pages4
JournalRussian Journal of Bioorganic Chemistry
Volume39
Issue number5
DOIs
StatePublished - Sep 2013

Bibliographical note

Funding Information:
The authors are thankful to K.V. Antonov and I.D. Konstantinova (IBCh RAS) for MS spectra regis tration. This work was supported by the Russian Foun dation for Basic Research (project 12 04 00168), also USPHS NIH GM45928, and the Hormel Founda tion (USA).

Keywords

  • BODIPY
  • anthrylvinyl
  • ceramide-1-phosphate
  • fluorescent lipid probes
  • phospholipase D
  • synthesis

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