LrgpV1, Main, Exploration, bibRecord, 001B21

The carbonylhydrazone pseudopeptide link via quinonic oxidation of the peptide amino terminus

Identifieur interne : 001B21 ( Main/Exploration ); précédent : 001B20; suivant : 001B22

The carbonylhydrazone pseudopeptide link via quinonic oxidation of the peptide amino terminus

Auteurs : Mouhsine Lourak [Maroc] ; Régis Vanderesse [France] ; André Vicherat [France] ; Jamal Jamal-Eddine [Maroc] ; Michel Marraud (chimiste) [France]

Source :

Tetrahedron Letters [ 0040-4039 ] ; 2000.

RBID : ISTEX:56B46860BE4B62EB767987BA6079730322183743

English descriptors

KwdEn :
- Acid derivatives, Amide, Amino, Amino group, Amino terminus, Calcd, Carbonylhydrazone, Cdcl3, Chem, Chemical diversity, Chimie physique macromoleculaire, Corey, Cyclic, Cyclic derivatives, Derivative, Element analysis, Elsevier science, Etoac, Ketone, Meoh, Mmol, Peptide, Peptide backbone, Peptide hydrazide, Quinonic oxidation.
Teeft :
- Acid derivatives, Amide, Amino, Amino group, Amino terminus, Calcd, Carbonylhydrazone, Cdcl3, Chem, Chemical diversity, Chimie physique macromoleculaire, Corey, Cyclic, Cyclic derivatives, Derivative, Element analysis, Elsevier science, Etoac, Ketone, Meoh, Mmol, Peptide, Peptide backbone, Peptide hydrazide, Quinonic oxidation.

Abstract

Abstract: Oxidation of the amino terminus in α-amino acid derivatives using 3,5-di-tert-butyl-1,2-quinone generally failed to give the corresponding ketone, and cyclic compounds due to the nucleophilic attack of the phenol hydroxyl in the intermediate 2-aminophenol were recovered. The expected ketone was obtained by using 2,6-di-tert-butyl-1,4-quinone, and the condensation of the ketone and a peptide hydrazide gave the pseudopeptide carbonylhydrazone link.

Url:

https://api.istex.fr/document/56B46860BE4B62EB767987BA6079730322183743/fulltext/pdf

DOI: 10.1016/S0040-4039(00)01551-3

Affiliations:

Links toward previous steps (curation, corpus...)

to stream Istex, to step Corpus: 000938
to stream Istex, to step Curation: 000938
to stream Istex, to step Checkpoint: 000667
to stream Main, to step Merge: 001E38
to stream Main, to step Curation: 001B21

Le document en format XML

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<front><div type="abstract" xml:lang="en">Abstract: Oxidation of the amino terminus in α-amino acid derivatives using 3,5-di-tert-butyl-1,2-quinone generally failed to give the corresponding ketone, and cyclic compounds due to the nucleophilic attack of the phenol hydroxyl in the intermediate 2-aminophenol were recovered. The expected ketone was obtained by using 2,6-di-tert-butyl-1,4-quinone, and the condensation of the ketone and a peptide hydrazide gave the pseudopeptide carbonylhydrazone link.</div>
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The carbonylhydrazone pseudopeptide link via quinonic oxidation of the peptide amino terminus

The carbonylhydrazone pseudopeptide link via quinonic oxidation of the peptide amino terminus

Source :

English descriptors

Abstract

Links toward previous steps (curation, corpus...)

Le document en format XML

Pour manipuler ce document sous Unix (Dilib)

Pour mettre un lien sur cette page dans le réseau Wicri