Synthesis and purification of self-assembling peptide-oligonucleotide conjugates by solid-phase peptide fragment condensation

Mahnseok Kye, Yong beom Lim

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

Peptide-oligonucleotide conjugates (POCs) are interesting molecules as they covalently combine 2 of the most important biomacromolecules. Sometimes, the synthesis of POCs involves unexpected difficulties; however, POCs with self-assembling propensity are even harder to synthesize and purify. Here, we show that solid-phase peptide fragment condensation combined with thiol-maleimide or copper-catalyzed azide-alkyne cycloaddition click chemistries is useful for the syntheses of self-assembling POCs. We describe guidelines for the selection of reactive functional groups and their placement during the conjugation reaction and consider the cost-effectiveness of the reaction. Purification is another important challenge during the preparation of POCs. Our results show that polyacrylamide gel electrophoresis under denaturing conditions is most suitable to recover a high yield of self-assembling POCs. This report provides the first comprehensive study of the preparation of self-assembling POCs, which will lay a foundation for the development of elegant and sophisticated molecular assemblies.

Original languageEnglish
Article numbere3092
JournalJournal of Peptide Science
Volume24
Issue number8-9
DOIs
Publication statusPublished - 2018 Aug 1

Bibliographical note

Funding Information:
Yonsei University Future‐Leading Research Initiative; Graduate school of Yonsei University research scholarship grants in 2018; Agency for Defense Development; National Research Foundation (NRF) of Korea, Grant/ Award Number: 2017R1A2A2A05069773

Funding Information:
This work was supported by grants from the National Research Foundation (NRF) of Korea (2017R1A2A2A05069773), the Agency for Defense Development, and Yonsei University Future‐Leading Research Initiative.

Funding Information:
This work was supported by grants from the National Research Foundation (NRF) of Korea (2017R1A2A2A05069773), the Agency for Defense Development, and Yonsei University Future-Leading Research Initiative.

All Science Journal Classification (ASJC) codes

  • Structural Biology
  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmacology
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis and purification of self-assembling peptide-oligonucleotide conjugates by solid-phase peptide fragment condensation'. Together they form a unique fingerprint.

Cite this