Cross-linkers Containing Photoreactive Diazirine Group

Diazirine changes to a high-reactive carbene by absorbing light near 360 nm, which forms a covalent bond to a nearby molecule. The covalent bond is more stable than one formed by nitrene derived from a photoreactive azide¹⁾. Phenyldiazirine derivatives, 4-[3-(Trifluoromethyl)-3H-diazirin-3-yl]benzyl Alcohol (1), 4-[3-(Trifluoromethyl)-3H-diazirin-3-yl]benzyl Bromide (2), 4-[3-(Trifluoromethyl)-3H-diazirin-3-yl]benzoic Acid (3) have a functional group at the para position. For example, after the functional group attaches to a ligand, the diazirine group reacts with the acceptor molecule under photoexcitation. It has been reported in research of the photoaffinity labelings which include the crosslinker with peptides or sugars²⁾, and the photoaffinity microarrays³⁾.