title: Methionine and seleno-methionine type peptide and peptoid building blocks synthesized by five-component five-center reactions.
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).
authors.affiliation: Leibniz-Institute of Plant Biochemistry, Bioorganic Chemistry, Weinberg 3, 06120, Halle (Saale), Germany. wessjohann@ipb-halle.de.
authors.forename: Goran N
authors.identifier: http://orcid.org/0000-0001-5168-1000
authors.initials: GN
authors.lastname: Kaluđerović
authors.affiliation: Leibniz-Institute of Plant Biochemistry, Bioorganic Chemistry, Weinberg 3, 06120, Halle (Saale), Germany. wessjohann@ipb-halle.de and Chair of Advanced Proteomics and Cytomics Research, Faculty of Science - Department of Zoology, King Saud University, P.O. Box 2455, 11415 Riyadh, Saudi Arabia.
authors.forename: Muhammad
authors.initials: M
authors.lastname: Abbas
authors.affiliation: Leibniz-Institute of Plant Biochemistry, Bioorganic Chemistry, Weinberg 3, 06120, Halle (Saale), Germany. wessjohann@ipb-halle.de.
authors.forename: Hans Christian
authors.initials: HC
authors.lastname: Kautz
authors.affiliation: Chair of Advanced Proteomics and Cytomics Research, Faculty of Science - Department of Zoology, King Saud University, P.O. Box 2455, 11415 Riyadh, Saudi Arabia.
authors.forename: Mohammad A M
authors.initials: MA
authors.lastname: Wadaan
authors.affiliation: Institute of Medical Immunology, Martin-Luther-University Halle-Wittenberg, Magdeburger Str. 2, 06112, Halle (Saale), Germany.
authors.forename: Claudia
authors.initials: C
authors.lastname: Lennicke
authors.affiliation: Institute of Medical Immunology, Martin-Luther-University Halle-Wittenberg, Magdeburger Str. 2, 06112, Halle (Saale), Germany.
authors.forename: Barbara
authors.initials: B
authors.lastname: Seliger
authors.affiliation: Leibniz-Institute of Plant Biochemistry, Bioorganic Chemistry, Weinberg 3, 06120, Halle (Saale), Germany. wessjohann@ipb-halle.de.
authors.forename: Ludger A
authors.identifier: http://orcid.org/0000-0003-2060-8235
authors.initials: LA
authors.lastname: Wessjohann