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  • Title: Synthesis of sphingomyelin sulfur analogue and its behavior toward sphingomyelinase.
    Author: Hakogi T, Fujii S, Morita M, Ikeda K, Katsumura S.
    Journal: Bioorg Med Chem Lett; 2005 Apr 15; 15(8):2141-4. PubMed ID: 15808485.
    Abstract:
    The sulfur analogue of sphingomyelin was designed and stereoselectively synthesized from S-benzyl-N-Boc-cysteine. The introduction of the phosphoryl choline moiety was successfully achieved by our own method using 2-bromoethyl dimethyl phosphite and carbon tetrabromide followed by a trimethylamine treatment. The synthesized compound proved to be a useful substrate for monitoring the enzyme activity of sphingomyelinase by detecting the liberated thiol group with a thiol-sensitive reagent.
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