American Chemical Society
ol901955y_si_001.pdf (13.82 MB)

Fluorous Aryldiazirine Photoaffinity Labeling Reagents

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journal contribution
posted on 2009-11-05, 00:00 authored by Zhiquan Song, Qisheng Zhang
Two fluorous versions of trifluoromethyldiazirine derivatives have been designed and synthesized. The new photoaffinity labeling reagents have reactivity similar to that of their aryltrifluoromethyldiazirine parent when activated in MeOH, while the reaction products can be efficiently separated over fluorous silica gel. The alcohol group in the two reagents is further converted to activated carboxylic acid and amine, which enable coupling both reagents with small molecules and macromolecules under mild conditions.