Photocrosslinking of DNA using 4-methylpyranocarbazole nucleoside with thymine base selectivity.

Org Biomol Chem

School of Advanced Science and Technology, Japan Advanced Institute of Science and Technology, Asahidai 1-1, Nomi, Ishikawa, 923-1292, Japan.

Published: November 2021

This report describes a novel photocrosslinker, 4-methylpyranocarbazole nucleoside (K), that can be induced to crosslink using visible light. Previously, we reported a visible light-responsive artificial nucleic acid, pyranocarbazole nucleoside (X). K 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 X, and it can differentiate between thymine and cytosine. The previously reported visible light-responsive artificial nucleic acid X has a low synthetic yield. K was synthesized by which suppressed by-product formation, making the synthesis more efficient, and resulting in a higher yield than that of X. K is expected to have practical applications as a photocrosslinker that can be manipulated with visible light and that selectively targets thymine bases.

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Source
http://dx.doi.org/10.1039/d1ob01621kDOI Listing

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