β-Difluoroalkylamine as a Motif for Singlet Oxygen-Mediated Proximity Labeling in Living Cells

Org Lett. 2021 Jun 18;23(12):4640-4644. doi: 10.1021/acs.orglett.1c01377. Epub 2021 Jun 2.

Abstract

We designed β-difluoroalkylamine to capture RNAs and proteins with high tempospatial resolution via proximity labeling mediated by photoinduced singlet oxygen. The appended azide group allows for RNA biotinylation and downstream analysis through both SPAAC and CuAAC. In particular, the β-difluoroalkylazide motif enjoys an enhanced CuAAC reaction rate, thus preserving good RNA integrity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azides / chemistry
  • Biotinylation
  • Molecular Structure
  • RNA / chemistry*
  • RNA / metabolism
  • Singlet Oxygen / chemistry
  • Singlet Oxygen / metabolism*

Substances

  • Azides
  • Singlet Oxygen
  • RNA