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

Peptoids
Oligomers
Microwave irradiation
Microwaves
Students
Peptides
student
Reaction rates
Purification
Resins
drug
experiment
learning
experience
Experiments

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

Student-driven design of peptide mimetics : Microwave-assisted synthesis of peptoid oligomers. / Pohl, Nicola L B; Kirshenbaum, Kent; Yoo, Barney; Schulz, Nathan; Zea, Corbin J.; Streff, Jennifer M.; Schwarz, Kimberly L.

In: Journal of Chemical Education, Vol. 88, No. 7, 01.07.2011, p. 999-1001.

Research output: Contribution to journalArticle

Pohl, Nicola L B ; Kirshenbaum, Kent ; Yoo, Barney ; Schulz, Nathan ; Zea, Corbin J. ; Streff, Jennifer M. ; Schwarz, Kimberly L. / Student-driven design of peptide mimetics : Microwave-assisted synthesis of peptoid oligomers. In: Journal of Chemical Education. 2011 ; Vol. 88, No. 7. pp. 999-1001.
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