Student-driven design of peptide mimetics: Microwave-assisted synthesis of peptoid oligomers

Nicola L.B. Pohl, Kent Kirshenbaum, Barney Yoo, Nathan Schulz, Corbin J. Zea, Jennifer M. Streff, Kimberly L. Schwarz

Research output: Contribution to journalArticle

Abstract

An experiment for the undergraduate organic laboratory is described in which peptide mimetic oligomers called "peptoids" are built stepwise on a solid-phase resin. Students employ two modern strategies to facilitate rapid multistep syntheses: solid-phase techniques to obviate the need for intermediate purifications and microwave irradiation to enhance reaction rates. The modular reaction protocol is compatible with a vast array of reagents, allowing students to design unique oligomer sequences and to get a sense of modern drug-discovery processes. Students compare reactions performed both with and without microwave irradiation for a collaborative learning experience.

Original languageEnglish (US)
Pages (from-to)999-1001
Number of pages3
JournalJournal of Chemical Education
Volume88
Issue number7
DOIs
StatePublished - Jul 1 2011

    Fingerprint

Keywords

  • Amides
  • Hands-on learning/manipulatives
  • IR spectroscopy
  • Laboratory instruction
  • Medicinal chemistry
  • NMR spectroscopy
  • Nucleophilic substitution
  • Organic chemistry
  • Proteins/peptides
  • Second-year undergraduate

ASJC Scopus subject areas

  • Chemistry(all)
  • Education

Cite this