Detection of a phosphorylated glycine-serine linker in an IgG-based fusion protein

MAbs. 2017 Jan;9(1):94-103. doi: 10.1080/19420862.2016.1236165. Epub 2016 Sep 23.

Abstract

Molecular mass determination by electrospray ionization mass spectrometry of a recombinant IgG-based fusion protein (mAb1-F) produced in human embryonic kidney (HEK) cells demonstrated the presence of a dominant +79 Da product variant. Using LC-MS tryptic peptide mapping analysis and collision-induced dissociation (CID) and electron-transfer/higher-energy collision dissociation fragmentations, the modification was localized to the C-terminal serine residue of a glycine-serine linker [(G4S)2] of a fused heavy chain containing in total 2 (G4S)2-linkers. The modification was identified as a phosphorylation (+79.97 Da) by the presence of a 98 Da neutral loss reaction with CID, by spiking a synthetic phosphoserine peptide, and by dephosphorylation with alkaline phosphatase. A thermolysin digest combined with higher-energy collision dissociation (HCD) positioned the phosphoserine to one specific glycine-serine linker of the fused heavy chain, and the relative level of phosphorylated linker was determined to be 11.3% and 0.4% by LC-MS when the fusion protein was transiently expressed in HEK or in stably transformed Chinese hamster ovary cells, respectively. This observation demonstrates that fusions with glycine-serine linker sequences should be carefully evaluated during drug development to prevent the introduction of a phosphorylation site in therapeutic fusion proteins.

Keywords: Alkaline phosphatase; CID; EThcD; Glycine-serine linker; HCD; fusion protein; mass spectrometry; phosphorylation; phosphoserine; post-translational modification.

MeSH terms

  • Animals
  • Antibodies, Bispecific / biosynthesis
  • Antibodies, Bispecific / chemistry*
  • CHO Cells
  • Cell Line
  • Cricetinae
  • Cricetulus
  • Glycine / chemistry*
  • Humans
  • Immunoglobulin G / biosynthesis
  • Immunoglobulin G / chemistry*
  • Phosphorylation
  • Protein Engineering
  • Protein Processing, Post-Translational
  • Recombinant Fusion Proteins / chemistry*
  • Serine / chemistry*

Substances

  • Antibodies, Bispecific
  • Immunoglobulin G
  • Recombinant Fusion Proteins
  • Serine
  • Glycine