Enzymatic Modification of 5'-Capped RNA and Subsequent Labeling by Click Chemistry

Methods Mol Biol. 2016:1428:45-60. doi: 10.1007/978-1-4939-3625-0_3.

Abstract

The combination of enzymatic modification and bioorthogonal click chemistry provides a powerful approach for site-specific labeling of different classes of biomolecules in vitro and even in cellular environments. Herein, we describe a chemoenzymatic method to site specifically label 5'-capped model mRNAs independent of their sequence. A trimethylguanosine synthase was engineered to introduce alkyne, azido, or 4-vinylbenzyl moieties to the 5'-cap. These functional groups were then used for labeling using typical click reactions, such as the azide-alkyne cycloaddition or the tetrazine ligation.

Keywords: AdoMet analog; Cap; Chemoenzymatic; Click chemistry; RNA; RNA labeling; RNA modification.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Click Chemistry / methods*
  • Cycloaddition Reaction
  • Fluorescent Dyes / chemistry
  • Methyltransferases / genetics
  • Methyltransferases / metabolism*
  • Molecular Structure
  • Protein Engineering
  • RNA Caps / metabolism*
  • RNA, Messenger / chemistry*
  • RNA, Messenger / metabolism

Substances

  • Fluorescent Dyes
  • RNA Caps
  • RNA, Messenger
  • Methyltransferases
  • trimethylguanosine synthase