Quick Access to High-Purity Peptide Drugs Bradykinin, Leuprolide Analogue, 2(PZ-128), and Rapastinel with Minimal Reagents

J Org Chem. 2021 Dec 17;86(24):17667-17672. doi: 10.1021/acs.joc.1c01906. Epub 2021 Nov 25.

Abstract

Peptide drugs bradykinin, a leuprolide analogue, 2(PZ-128), and rapastinel are synthesized in 56-77% yield using heating-assisted liquid-phase peptide synthesis on a soluble polynorbornene support. These drugs of commercial utility and complex structures are obtained in 2-5.5 h with no epimerization and >95% purity using only 1.2 equivalents of amino acids and coupling reagents. The peptide yield and purity are comparable or superior to the reported methods.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bradykinin*
  • Indicators and Reagents
  • Leuprolide
  • Oligopeptides
  • Peptides
  • Pharmaceutical Preparations*

Substances

  • Indicators and Reagents
  • Oligopeptides
  • Peptides
  • Pharmaceutical Preparations
  • GLYX-13 peptide
  • Leuprolide
  • Bradykinin