Diazirine
From Wikipedia, the free encyclopedia
Diazirines are a class of organic molecules consisting of a carbon bound to two nitrogen atoms, which are double-bonded to each other, forming a cyclopropene-like ring. They are mainly used as carbene precursor and also in photoaffinity labelling studies of nucleic acids and proteins[1].
[edit] Reactions
-
Diazirines can be decomposited by using UV-light.
Diazirines are unstable in the presence of light, decaying upon photolysis to form the corresponding carbene and nitrogen gas. This reaction can also be performed thermally.
[edit] Synthesis
Diazirines can be synthesized by the Graham reaction, from the corresponding amidine or by oxidation of a diaziridine.
[edit] References
- Chemistry of Diazirines, ed. Michael T.H. Liu, 1987. ISBN 9780849350474.
- ^ Photoactivatable Reagents Based on Aryl(trifluoromethyl)diazirines: Synthesis and Application for Studying Nucleic Acid–Protein Interactions; G. A. Korshunova, N. V. Sumbatyan, A. N. Topin, and M. T. Mtchedlidze, Molecular Biology, 2000, 34, 823-839. doi:10.1023/A:1026671624793
