Site-specific glycan-conjugated NISTmAb antibody drug conjugate mimetics: synthesis, characterization, and utility

Anal Bioanal Chem. 2021 Aug;413(20):4989-5001. doi: 10.1007/s00216-021-03460-y. Epub 2021 Jul 6.

Abstract

Antibody drug conjugates (ADCs) represent a rapidly growing modality for the treatment of numerous oncology indications. The complexity of analytical characterization method development is increased due to the potential for synthetic intermediates and process-related impurities. In addition, the cytotoxicity of such materials provides an additional challenge with regard to handling products and/or sharing materials with analytical collaborators and/or vendors for technology development. Herein, we have utilized a site-specific chemoenzymatic glycoconjugation strategy for preparing ADC mimetics composed of the NIST monoclonal antibody (NISTmAb) conjugated to non-cytotoxic payloads representing both small molecules and peptides. The materials were exhaustively characterized with high-resolution mass spectrometry-based approaches to demonstrate the utility of each analytical method for confirming the conjugation fidelity as well as deep characterization of low-abundance synthetic intermediates and impurities arising from payload raw material heterogeneity. These materials therefore represent a widely available test metric to develop novel ADC analytical methods as well as a platform to discuss best practices for extensive characterization.

Keywords: Antibody drug conjugate; Biopharmaceutical; Biotherapeutic; Monoclonal antibody; NISTmAb; System suitability.

MeSH terms

  • Antibodies, Monoclonal / chemistry*
  • Chromatography, Liquid
  • Immunoconjugates*
  • Neoplasms / therapy
  • Peptide Mapping
  • Polysaccharides / chemistry*
  • Tandem Mass Spectrometry

Substances

  • Antibodies, Monoclonal
  • Immunoconjugates
  • Polysaccharides