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


A synthesis for fluorescent analogs of ceramide-1-phosphate bearing 9-anthrylvinyl or 4,4-difluoro-3a,4a-diaza-s-indacene-8-yl (Me4-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.

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phospholipase D




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Correspondence to J. G. Molotkovsky.

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Published in Russian in Bioorganicheskaya Khimiya, 2013, Vol. 39, No. 5, pp. 604–608.

The article was translated by the authors.

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Boldyrev, I.A., Brown, R.E. & Molotkovsky, J.G. An expedient synthesis of fluorescent labeled ceramide-1-phosphate analogues. Russ J Bioorg Chem 39, 539–542 (2013).

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