Synthesis and properties of the first all-aza analogue of a biologically active peptide

The synthesis of the first all‐aza‐amino acid analogue (2) of a peptidic renin inhibitor is described. The X‐ray structural analysis and molecular modelling investigations of this novel compound reveal interesting conformational features which have a significant impact on its biological activity. In...

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Veröffentlicht in:	Journal of peptide science 1995-05, Vol.1 (3), p.201-206
Hauptverfasser:	Gante, Joachim, Krug, Michael, Lauterbach, Günter, Weitzel, Reinhard, Hiller, W.
Format:	Artikel
Sprache:	eng
Schlagworte:	All-aza peptide Aza Compounds - chemical synthesis Aza Compounds - chemistry Aza Compounds - pharmacology conformation Crystallography, X-Ray Enzyme Inhibitors - chemical synthesis Enzyme Inhibitors - chemistry Enzyme Inhibitors - pharmacology Humans In Vitro Techniques Models, Molecular Molecular Structure Peptides - chemical synthesis Peptides - chemistry Peptides - pharmacology Protein Conformation Renin - antagonists & inhibitors renin inhibitor analogue X-ray
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Beschreibung
Zusammenfassung:	The synthesis of the first all‐aza‐amino acid analogue (2) of a peptidic renin inhibitor is described. The X‐ray structural analysis and molecular modelling investigations of this novel compound reveal interesting conformational features which have a significant impact on its biological activity. In addition, insight into conformational features of azapeptides in general in comparison with the corresponding purely peptidic compounds is given.
ISSN:	1075-2617 1099-1387
DOI:	10.1002/psc.310010307