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Updated: Mar 6, 2026

Constructing Cyclic Peptides Using an On-Tether Sulfonium Center
Published on: September 28, 2022
Methionine and seleno-methionine type peptide and peptoid building blocks synthesized by five-component five-center
Goran N Kaluđerović1, Muhammad Abbas2, Hans Christian Kautz1
1Leibniz-Institute of Plant Biochemistry, Bioorganic Chemistry, Weinberg 3, 06120, Halle (Saale), Germany. wessjohann@ipb-halle.de.
Abstract:
A first example of 5-component 5-center reactions with isonitriles [Ugi-5CRs] is described. The extended Ugi type reactions involve selenoaldehydes as well as ammonia, both challenging reactants in multicomponent (MCR) systems, to generate methionine and Se-methionine moieties and derivatives as protected building blocks or for direct ligation in peptides or peptoids. The peptoid/peptide building blocks proved to be non-cytotoxic but increased the expression of genes encoding for stress protective selenoproteins (Gpx1).
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