Photocrosslinking of DNA using 4-methylpyranocarbazole nucleoside with thymine base selectivity†
This report describes a novel photocrosslinker, 4-methylpyranocarbazole nucleoside (MEPK), that can be induced to crosslink using visible light. Previously, we reported a visible light-responsive artificial nucleic acid, pyranocarbazole nucleoside (PCX). MEPK can selectively photocrosslink to thymine bases in a complementary nucleic acid strand. It was synthesized by introducing a methyl group at the 4-position of PCX, and it can differentiate between thymine and cytosine. The previously reported visible light-responsive artificial nucleic acid PCX has a low synthetic yield. MEPK was synthesized by Pechmann condensation which suppressed by-product formation, making the synthesis more efficient, and resulting in a higher yield than that of PCX. MEPK is expected to have practical applications as a photocrosslinker that can be manipulated with visible light and that selectively targets thymine bases.
- This article is part of the themed collection: Chemical Biology in OBC