Palladium-triggered deprotection chemistry for protein activation in living cells

Nat Chem. 2014 Apr;6(4):352-61. doi: 10.1038/nchem.1887. Epub 2014 Mar 16.

Abstract

Employing small molecules or chemical reagents to modulate the function of an intracellular protein, particularly in a gain-of-function fashion, remains a challenge. In contrast to inhibitor-based loss-of-function approaches, methods based on a gain of function enable specific signalling pathways to be activated inside a cell. Here we report a chemical rescue strategy that uses a palladium-mediated deprotection reaction to activate a protein within living cells. We identify biocompatible and efficient palladium catalysts that cleave the propargyl carbamate group of a protected lysine analogue to generate a free lysine. The lysine analogue can be genetically and site-specifically incorporated into a protein, which enables control over the reaction site. This deprotection strategy is shown to work with a range of different cell lines and proteins. We further applied this biocompatible protection group/catalyst pair for caging and subsequent release of a crucial lysine residue in a bacterial Type III effector protein within host cells, which reveals details of its virulence mechanism.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bacteria / metabolism
  • Green Fluorescent Proteins / genetics
  • HeLa Cells
  • Humans
  • Mass Spectrometry
  • Palladium / chemistry*
  • Proteins / genetics
  • Proteins / metabolism*
  • Signal Transduction

Substances

  • Proteins
  • Green Fluorescent Proteins
  • Palladium