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Methionine and seleno-methionine type peptide and peptoid building blocks synthesized by five-component five-center reactions.
Kaluderovic, Goran N; Abbas, Muhammad; Kautz, Hans Christian; Wadaan, Mohammad A M; Lennicke, Claudia; Seliger, Barbara; Wessjohann, Ludger A.
Afiliación
  • Kaluderovic GN; Leibniz-Institute of Plant Biochemistry, Bioorganic Chemistry, Weinberg 3, 06120, Halle (Saale), Germany. wessjohann@ipb-halle.de.
  • Abbas M; 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.
  • Kautz HC; Leibniz-Institute of Plant Biochemistry, Bioorganic Chemistry, Weinberg 3, 06120, Halle (Saale), Germany. wessjohann@ipb-halle.de.
  • Wadaan MA; Chair of Advanced Proteomics and Cytomics Research, Faculty of Science - Department of Zoology, King Saud University, P.O. Box 2455, 11415 Riyadh, Saudi Arabia.
  • Lennicke C; Institute of Medical Immunology, Martin-Luther-University Halle-Wittenberg, Magdeburger Str. 2, 06112, Halle (Saale), Germany.
  • Seliger B; Institute of Medical Immunology, Martin-Luther-University Halle-Wittenberg, Magdeburger Str. 2, 06112, Halle (Saale), Germany.
  • Wessjohann LA; Leibniz-Institute of Plant Biochemistry, Bioorganic Chemistry, Weinberg 3, 06120, Halle (Saale), Germany. wessjohann@ipb-halle.de.
Chem Commun (Camb) ; 53(26): 3777-3780, 2017 Mar 28.
Article en En | MEDLINE | ID: mdl-28304024
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).

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Commun (Camb) Asunto de la revista: QUIMICA Año: 2017 Tipo del documento: Article País de afiliación: Alemania Pais de publicación: Reino Unido

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Commun (Camb) Asunto de la revista: QUIMICA Año: 2017 Tipo del documento: Article País de afiliación: Alemania Pais de publicación: Reino Unido