Qualitative and quantitative detection of aldehydes in DNA with 2-amino benzamidoxime derivative

An aldehyde-reactive probe based on 2-amino benzamidoxime (ABAO) framework was introduced, which can selectively label aldehydes in DNA through intramolecular ring closure under mild aqueous solutions. We screened ABAO derivatives that can undergo a cyclization with the formylated nucleobases to gener-ate a fluorescence nucleoside, and of these derivatives 5-methoxy-ABAO (PMA) emerged as the optimal choice. PMA can sensitively and selectively react with 5fU, 5fC and AP to form fluorogenic dihydroquina-zoline derivatives, which also can quantify DNA damages induced by gamma-irradiation. PMA-initiated labeling strategy provides great convenience for qualitative and quantitative detection of aldehydes in DNA. (C) 2022 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.

Automated summary

An aldehyde-reactive probe based on 2-amino benzamidoxime (ABAO) framework was introduced for selective labeling of aldehydes in DNA. The probe can undergo intramolecular ring closure under mild aqueous solutions. 5-methoxy-ABAO (PMA) was identified as the optimal choice and can react sensitively and selectively with formylated nucleobases to generate fluorogenic derivatives, enabling quantification of DNA damages induced by gamma-irradiation.