Gram-Scale Preparation of C-Terminal-Modified Enkephalin Analogues by Typical Liquid-Phase Peptide Synthesis

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

This article describes the gram-scale liquid-phase peptide synthesis of C-terminal-modified enkephalin analogues that possess high analgesic efficacy in animals, high potency for mu and delta opioid receptors, and high metabolic stability and potential blood–brain barrier permeability. Despite the long cycle time and tedious purification steps, liquid-phase synthesis is still a preferred method for large-scale peptide synthesis due to its cost effectiveness (i.e., amount of amino acids and reagents required), easy detection, and isolation of impurities compared with solid-phase synthesis. A robust liquid-phase synthesis protocol is described, involving BOP-assisted coupling and Boc deprotection, which has been well established in the laboratory and is a useful synthetic protocol for cost-effective production of peptide drugs.

Original languageEnglish (US)
Article numbere97
JournalCurrent Protocols in Protein Science
Volume98
Issue number1
DOIs
StatePublished - Dec 1 2019

Keywords

  • BOP-assisted coupling
  • Boc chemistry
  • C-terminal-modified enkephalins
  • liquid-phase peptide synthesis
  • opioid receptors

ASJC Scopus subject areas

  • Structural Biology
  • Biochemistry

Fingerprint

Dive into the research topics of 'Gram-Scale Preparation of C-Terminal-Modified Enkephalin Analogues by Typical Liquid-Phase Peptide Synthesis'. Together they form a unique fingerprint.

Cite this