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129th General Meeting of Korean Chemical Society & Exposition Post-synthetic method for introducing multiple azole moieties on side chains of peptoids

Submission Date :
2 / 28 / 2022 , 00 : 10 : 54
Abstract Number :
129022826118
Presenting Type:
Poster Presentation
Presenting Area :
Life Chemistry
Authors :
Jiwon Seo*, Yen Jea Lee
Department of Chemistry, Gwangju Institute of Science and Technology, Korea
Assigned Code :
LIFE.P-362 Assigend Code Guideline
Presenting Time :
April 15 (FRI) 11:00~13:00
Natural metalloenzymes utilize multiple imidazole moieties to stabilize metal centers. Incorporating multiple azole moieties into ligands, inspired by nature's design principle, has been regarded as an effective way to construct transition metal complexes. Herein, we demonstrate how to insert multiple azoles on the side chains of peptoids via a simple substitution reaction involving azoles (imidazole, pyrazole, 1,2,3-triazole, and tetrazole) and a chloroalkyl-containing peptoid. As a result, ten azole-containing peptoids were synthesized from a single chloroalkyl-containing peptoid, and the efficiency of each azole in the substitution reaction was examined. We have found that several azole-containing peptoids are capable of binding with Cu(II) and Fe (III). Our synthetic method can contribute to the chemical diversity of peptoids and the development of novel peptoids for metal recognition and catalysis.