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Synthèses d'[alpha]-hydrazinopeptides :

Abstract : We have synthesized [alpha]-hydrazinopeptides on liquid and solid phase. We have developed original synthetic protocols for the preparation of chiral [alpha]-hydrazinoacids via liquid and solid phase synthesis. A systematic study was performed in liquid phase in order to define coupling conditions to incorporate the hydrazinoacids in a peptide chain. We have shown that the reactivity of the Nb seems to be clearly less reactive than that of a classical amino acid and specific conditions had to be defined to form the hydrazide link. By using HRMAS NMR techniques as qualitative monitoring, we were able to develop three strategies for the incorporation of hydrazinoacids on solid phase. Finally, we demonstrated that pseudodipeptides obtained by liquid phase protocol can be oligomerized to give a new kind of oligomers: the [alpha]/hydrazino-peptides
Mots-clés : Peptides-Synthèse
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Submitted on : Thursday, March 29, 2018 - 1:49:24 PM
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  • HAL Id : tel-01752487, version 1


Isabelle Bouillon. Synthèses d'[alpha]-hydrazinopeptides :. Autre. Institut National Polytechnique de Lorraine, 2006. Français. ⟨NNT : 2006INPL050N⟩. ⟨tel-01752487⟩



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