A pH-Sensitive Peptide-Containing Lasso Molecular Switch - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Molecules Année : 2013

A pH-Sensitive Peptide-Containing Lasso Molecular Switch

Résumé

The synthesis of a peptide-containing lasso molecular switch by a self-entanglement strategy is described. The interlocked [1] rotaxane molecular machine consists of a benzometaphenylene[25]crown-8 (BMP25C8) macrocycle surrounding a molecular axle. This molecular axle contains a tripeptidic sequence and two molecular stations: a N-benzyltriazolium and a pH-sensitive anilinium station. The tripeptide is located between the macrocycle and the triazolium station, so that its conformation can be tailored depending on the shuttling of the macrocycle from one station to the other. At acidic pH, the macrocycle resides around the anilinium moiety, whereas it shuttles around the triazolium station after deprotonation. This molecular machinery thus forces the lasso to adopt a tightened or a loosened conformation.

Domaines

Chimie organique
Fichier principal
Vignette du fichier
molecules-18-11553.pdf (2.69 Mo) Télécharger le fichier
Origine Publication financée par une institution

Dates et versions

hal-00862684 , version 1 (27-05-2021)

Licence

Identifiants

Citer

Frédéric Coutrot, Caroline Clavel, Karine Fournel-Marotte. A pH-Sensitive Peptide-Containing Lasso Molecular Switch. Molecules, 2013, 18, pp.11553-11575. ⟨10.3390/molecules180911553⟩. ⟨hal-00862684⟩
81 Consultations
12 Téléchargements

Altmetric

Partager

Gmail Mastodon Facebook X LinkedIn More