Synthesis of Versatile DNA-Conjugated Aldehydes by Controlled Oxidation of Amines.

ABSTRACT: Aldehyde-functionalized oligonucleotides have found diverse applications in chemical biology and material science. However, due to the electrophilic nature of aldehydes, incorporating aldehyde functionalities directly into DNA is challenging, particularly for highly reactive alkyl aldehydes. Inspired by natural oxidases, we herein developed a controlled oxidation strategy to generate aldehyde-functionalized DNAs from synthetically accessible DNA-conjugated amines in situ. A broad range of DNA-conjugated alkyl and aryl aldehydes were efficiently produced from the corresponding amines using O₂/laccase/TEMPO, with feasible micromole-scale preparation. Moreover, combining oxidative cleavage of DNA-conjugated secondary and tertiary amines with reductive amination enabled switchable a

SUBMITTER: Zhao G 

PROVIDER: S-EPMC12322624 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature