[4 + 2] and [2 + 4] cycloaddition reactions on single- and double-stranded DNA: a dual-reactive nucleoside.

ABSTRACT: Here we report dual reactivity of diene-modified duplex DNA containing 5-(1,3-butadienyl)-2'-deoxyuridine "BDdU". Normal-electron demand [4 + 2] cycloaddition proceeded upon addition of a maleimide, whereas inverse-electron demand [2 + 4] cycloaddition occurred upon addition of a tetrazine to give a novel, photoswitchable product.

SUBMITTER: Bujalska A 

PROVIDER: S-EPMC9175100 | biostudies-literature | 2022 Jun

REPOSITORIES: biostudies-literature