Issue 26, 2017

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).

Graphical abstract: Methionine and seleno-methionine type peptide and peptoid building blocks synthesized by five-component five-center reactions

Supplementary files

Article information

Article type
Communication
Submitted
16 1月 2017
Accepted
02 3月 2017
First published
02 3月 2017

Chem. Commun., 2017,53, 3777-3780

Methionine and seleno-methionine type peptide and peptoid building blocks synthesized by five-component five-center reactions

G. N. Kaluđerović, M. Abbas, H. C. Kautz, M. A. M. Wadaan, C. Lennicke, B. Seliger and L. A. Wessjohann, Chem. Commun., 2017, 53, 3777 DOI: 10.1039/C7CC00399D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements