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

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Title: Simple Deuterium Introduction at α-Position of Carbonyl in Diazirinyl Derivatives for Photoaffinity Labeling
Authors: Murai, Yuta Browse this author
Takahashi, Miho Browse this author
Muto, Yasuyuki Browse this author
Hatanaka, Yasumaru Browse this author
Hashimoto, Makoto Browse this author
Keywords: Photoaffinity Labeling
Diazirine
Deuterium
H/D Exchange
Mass Spectrometry
Issue Date: 31-Dec-2010
Publisher: Japan Institute of Heterocyclic Chemistry
Journal Title: Heterocycles
Volume: 82
Issue: 1
Start Page: 909
End Page: 915
Publisher DOI: 10.3987/COM-10-S(E)57
Abstract: 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.
Type: article (author version)
URI: http://hdl.handle.net/2115/45017
Appears in Collections:農学院・農学研究院 (Graduate School of Agriculture / Faculty of Agriculture) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 橋本 誠

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