Leveraging Formylglycine-Generating Enzyme for Production of Site-Specifically Modified Bioconjugates

Methods Mol Biol. 2018:1728:3-16. doi: 10.1007/978-1-4939-7574-7_1.

Abstract

Enzymatic modification of proteins can generate uniquely reactive chemical functionality, enabling site-specific reactions on the protein surface. Formylglycine-generating enzyme (FGE) is one enzyme that can be exploited in this fashion. FGE binds its consensus sequence (CXPXR, known as the "aldehyde-tag") and converts the cysteine to a formylglycine (fGly). fGly-containing proteins contain a bioorthogonal aldehyde on their surface that can be modified selectively in the presence of the 20 canonical amino acids. Here, we describe protocols for the generation of a site-specifically modified protein, an antibody-drug conjugate (ADC), using aldehyde-tagging protocols and aldehyde-reactive conjugation chemistry.

Keywords: Aldehyde tag; Antibody-drug conjugate (ADC); Formylglycine (fGly); Formylglycine-generating enzyme (FGE); SMARTag™; Site-specific.

MeSH terms

  • Aldehydes / chemistry
  • Animals
  • Antibodies, Monoclonal / chemistry
  • Antibodies, Monoclonal / metabolism
  • CHO Cells
  • Catalysis
  • Cell Line
  • Chromatography, Liquid
  • Cricetulus
  • Cysteine / chemistry
  • Enzymes / chemistry*
  • Enzymes / genetics
  • Enzymes / metabolism*
  • Glycine / analogs & derivatives*
  • Glycine / biosynthesis
  • Glycine / chemistry
  • Humans
  • Immunoconjugates / chemistry*
  • Immunoconjugates / metabolism
  • Mutagenesis, Site-Directed
  • Substrate Specificity
  • Tandem Mass Spectrometry

Substances

  • Aldehydes
  • Antibodies, Monoclonal
  • Enzymes
  • Immunoconjugates
  • N-formylglycine
  • Cysteine
  • Glycine