Amine modification reaction of C4′-oxidized abasic site generated from its caged precursors

A method for the generation of ODNs containing a C4'-oxidized abasic site (C4'-OAS) from "photocaged" ODNs was investigated. We synthesized C4'-caged ODN 1 and C1'-caged ODN 2 bearing an o-nitrobenzyloxy group at the C-4' position and the C-1' position, respectively. The duplex stabilities of 1 and 2, with their complementary ODNs were studied by Tm measurements. The photochemical reaction of 1 and 2 to generate ODN 3 containing C4'-OAS, and the subsequent amine modification reaction were studied.