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Synthesis of Peptides Containing alpha,alpha-Disubstituted alpha-Amino Acids by the Azirine/Oxazolone Method: The (12-20)-Nonapeptide of the Ionophore Alamethicin


Wipf, Peter; Heimgartner, Heinz (1990). Synthesis of Peptides Containing alpha,alpha-Disubstituted alpha-Amino Acids by the Azirine/Oxazolone Method: The (12-20)-Nonapeptide of the Ionophore Alamethicin. Helvetica Chimica Acta, 73(1):13-24.

Abstract

The (12-20)-nonapeptide Z-Leu-Aib-Pro-Val-Aib-Aib-Glu(OBzl)-Gln-Pheol (10) of the ionophor alamethicin was synthesized by a new strategy, using 3-amino-2,2-dimethyl-2H-azirines 2 as synthons for the alpha-aminoisobutyric acid (Aib) moieties.

Abstract

The (12-20)-nonapeptide Z-Leu-Aib-Pro-Val-Aib-Aib-Glu(OBzl)-Gln-Pheol (10) of the ionophor alamethicin was synthesized by a new strategy, using 3-amino-2,2-dimethyl-2H-azirines 2 as synthons for the alpha-aminoisobutyric acid (Aib) moieties.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:1990
Deposited On:27 Mar 2014 15:39
Last Modified:05 Apr 2016 17:46
Publisher:Wiley-Blackwell
ISSN:0018-019X
Funders:Swiss National Science Foundation, F. Hoffmann-La Roche AG, Basel
Publisher DOI:https://doi.org/10.1002/hlca.19900730103

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