Chemical Synthesis of Interleukin-2 and Disulfide Stabilizing Analogues

Angew Chem Int Ed Engl. 2020 May 25;59(22):8425-8429. doi: 10.1002/anie.201916053. Epub 2020 Mar 18.

Abstract

Chemical protein synthesis allows the construction of well-defined structural variations and facilitates the development of deeper understanding of protein structure-function relationships and new protein engineering strategies. Herein, we report the chemical synthesis of interleukin-2 (IL-2) variants on a multimilligram scale and the formation of non-natural disulfide mimetics that improve stability against reduction. The synthesis was accomplished by convergent KAHA ligations; the acidic conditions of KAHA ligation proved to be valuable for the solubilization of the hydrophobic segments of IL-2. The bioactivity of the synthetic IL-2 and its analogues were shown to be equipotent to recombinant IL-2 and exhibit improved stability against reducing agents.

Keywords: KAHA ligation; chemical protein synthesis; disulfide bond; interleukin-2; protein modifications.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chemistry Techniques, Synthetic
  • Disulfides / chemistry*
  • Hydrogen-Ion Concentration
  • Hydrophobic and Hydrophilic Interactions
  • Interleukin-2 / chemical synthesis*
  • Interleukin-2 / chemistry*
  • Protein Stability
  • Solubility

Substances

  • Disulfides
  • Interleukin-2