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Theses

MODIFICATIONS DE LA LIAISON PEPTIDIQUE :
N-HYDROXY-, N-ACYLOXY- ET N-ALKYLOXY-PEPTIDES

Abstract : A series of peptides containing one or two hydroxamate groups were synthesized, the key step being the selective N-acylation of terminal N-hydroxy-dipeptides. The oxygen atom of the hydroxyl group can serve to graft another chain; it thus gives access to new pseudopeptides. On the one hand, the acylation of N-hydroxy-peptides was performed under a variety of conditions allowing the introduction of a range of groups, including amino acids. Elongation of these N-acyloxy-peptides is possible in all directions, even if interesting rearrangements may occur in some cases. On the other hand, alkylation reactions using Mitsunobu conditions led to the synthesis of N-allyloxy- and N-homoallyloxy-tripeptides and of a bis-unsaturated hexapeptide which can be cyclized through metathesis.
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https://tel.archives-ouvertes.fr/tel-00114491
Contributor : James Lawrence <>
Submitted on : Thursday, November 16, 2006 - 5:21:53 PM
Last modification on : Friday, November 6, 2020 - 4:15:46 AM
Long-term archiving on: : Tuesday, April 6, 2010 - 7:41:07 PM

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  • HAL Id : tel-00114491, version 1

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James Lawrence. MODIFICATIONS DE LA LIAISON PEPTIDIQUE :
N-HYDROXY-, N-ACYLOXY- ET N-ALKYLOXY-PEPTIDES. Autre. Université Joseph-Fourier - Grenoble I, 2006. Français. ⟨tel-00114491⟩

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