Covalent Protein Labeling by Enzymatic Phosphocholination

Angew Chem Int Ed Engl. 2015 Aug 24;54(35):10327-30. doi: 10.1002/anie.201502618. Epub 2015 Jul 3.

Abstract

We present a new protein labeling method based on the covalent enzymatic phosphocholination of a specific octapeptide amino acid sequence in intact proteins. The bacterial enzyme AnkX from Legionella pneumophila has been established to transfer functional phosphocholine moieties from synthetically produced CDP-choline derivatives to N-termini, C-termini, and internal loop regions in proteins of interest. Furthermore, the covalent modification can be hydrolytically removed by the action of the Legionella enzyme Lem3. Only a short peptide sequence (eight amino acids) is required for efficient protein labeling and a small linker group (PEG-phosphocholine) is introduced to attach the conjugated cargo.

Keywords: enzymes; nucleotides; phosphocholination; protein modifications.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ankyrin Repeat
  • Bacterial Proteins / chemistry*
  • Bacterial Proteins / metabolism*
  • Catalytic Domain
  • Hydrolases / chemistry*
  • Hydrolases / metabolism*
  • Legionella pneumophila / enzymology*
  • Models, Molecular
  • Phosphorylcholine / chemistry*
  • Protein Processing, Post-Translational

Substances

  • Bacterial Proteins
  • Phosphorylcholine
  • Hydrolases