Simple Deuterium Introduction at α-Position of Carbonyl in Diazirinyl Derivatives for Photoaffinity Labeling

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  • Simple deuterium introduction at a position of carbonyl in diazirinyl derivatives for photoaffinity labeling

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Post-functional deuterium incorporation into diazirinyl acetophenone derivatives is reported. Treatment of the compounds with sodium hydroxide in CH3OD at rt for 10 min achieved deuterium incorporation at α-position of the carbonyl group without decomposition of diazirinyl ring. Further deuterium can introduce by reduction of benzyl carbonyl with triethylsilane-d-TFA. Straightforward deuterium introduction into diazirinyl derivatives may contribute to the functional analysis of low molecular compounds with diazirine-based photoaffinity labeling.

収録刊行物

  • Heterocycles

    Heterocycles 82 (1), 909-915, 2010-12-31

    Japan Institute of Heterocyclic Chemistry

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