PHOTOACTIVABLE FLUOROPHORES. 1. SYNTHESIS AND PHOTOACTIVATION OF o-NITROBENZYL-QUENCHED FLUORESCENT CARBAMATES

Article abstract of DOI:10.1016/0040-4039(88)80017-0

The synthesis and photoactivation of a new type of fluorescent probe, the photoactivable fluorophore (PAF) are described.The PAFs described in this paper consist of fluorescent aromatic amines coupled to substituted nitrobenzyl quenching chromophores via a carbamate linkage.Photoactivation occurs by an intramolecular photo-redox reaction, converting the o-nitrosobenzaldehyde hemiacetal which fragments with loss of CO2 to liberate the fluorescent amine.Photoactivation quantum yields also are reported.