On-DNA Derivatization of Quinoxalin-2-ones by Visible-Light-Triggered Alkylation with Carboxylic Acids

Bioconjug Chem. 2021 Aug 18;32(8):1576-1580. doi: 10.1021/acs.bioconjchem.1c00346. Epub 2021 Aug 4.

Abstract

An efficient visible-light-induced alkylation of DNA-tagged quinoxaline-2-ones was described. The methodology demonstrated moderate-to-excellent conversions under mild conditions. The reaction was found to be tolerant with both N-protected α-amino acids and aliphatic carboxylic acids and could be applied to the synthesis of focused DNA-encoded quinoxalin-2-one libraries.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkylation / radiation effects
  • Carboxylic Acids / chemistry*
  • DNA / chemistry*
  • Light
  • Quinoxalines / chemistry*

Substances

  • Carboxylic Acids
  • Quinoxalines
  • DNA