Synthesis and structure of AzAsx-Pro-containing Aza-peptides
Identifieur interne : 002500 ( Main/Exploration ); précédent : 002499; suivant : 002501Synthesis and structure of AzAsx-Pro-containing Aza-peptides
Auteurs : Frédéric André [France] ; Michel Marraud (chimiste) [France] ; Guy Boussard [France] ; Claude Didierjean [France] ; André Aubry (chimiste) [France]Source :
- Tetrahedron Letters [ 0040-4039 ] ; 1995.
English descriptors
- KwdEn :
- Teeft :
Abstract
Abstract: One possible α-modification in peptides is the substitution of a nitrogen for the CαH group. We propose triphosgene as a carbonylating agent for coupling the properly substituted hydrazide to the proline nitrogen to obtain the AzAsx-Pro or AzAla-Pro aza-sequence (Az denotes the N CαH replacement, and Asx stands for Asn or Asp). The structure of three Z-AzAsx-Pro-NHiPr and of the Boc-AzAla-Pro-NHiPr aza dipeptides has been studied in solution by 1H-NMR and IR spectroscopy, and three of them have been investigated in the crystalline state by X-ray diffraction.
Url:
DOI: 10.1016/0040-4039(95)02124-8
Affiliations:
- France
- Grand Est, Lorraine (région)
- Nancy, Vandoeuvre
- Centre national de la recherche scientifique, Laboratoire de chimie physique macromoléculaire, Université de Lorraine
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Le document en format XML
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<term>Carbonylating agent</term>
<term>Crystal structures</term>
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<front><div type="abstract" xml:lang="en">Abstract: One possible α-modification in peptides is the substitution of a nitrogen for the CαH group. We propose triphosgene as a carbonylating agent for coupling the properly substituted hydrazide to the proline nitrogen to obtain the AzAsx-Pro or AzAla-Pro aza-sequence (Az denotes the N CαH replacement, and Asx stands for Asn or Asp). The structure of three Z-AzAsx-Pro-NHiPr and of the Boc-AzAla-Pro-NHiPr aza dipeptides has been studied in solution by 1H-NMR and IR spectroscopy, and three of them have been investigated in the crystalline state by X-ray diffraction.</div>
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