|
|
Volume 82, Issue 1
Received, 14th June, 2010, Accepted, 21st July, 2010, Published online, 22nd July, 2010. |
| PDF (261KB) |
|
| Simple Deuterium Introduction at α-Position of Carbonyl in Diazirinyl Derivatives for Photoaffinity Labeling |
Yuta Murai, Miho Takahashi, Yasuyuki Muto, Yasumaru Hatanaka, and Makoto Hashimoto*
Graduate School of Agriculture, Hokkaido University, Kita 9 Nishi 9, Kita-ku, Sapporo, Hokkaido 060-0589, Japan |
|
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. |
|
Graphical Abstract
 |
|
| Corresponding author; email: hasimoto@abs.agr.hokudai.ac.jp |
|
|
