Supramolecular Anchoring of NCN-Pincer Palladium Complexes into a β-Barrel Protein Host: Molecular-Docking and Reactivity Insights

Abstract : Several prochiral NCN pincer complexes of palladium(II) including hemilabile ligands and a long aliphatic chain were synthesized and characterized spectroscopically. In some of the complexes, the presence of two different substituents on the N donor atoms made them stereogenic so that they were isolated as a mixture of diastereoisomers, which could be differentiated by 1 H NMR. Binding of some of these complexes to bovine b-lactoglobin by insertion within its inner cavity was theoretically investigated by molecular docking simulations and experimentally confirmed by CD spectroscopy. Adjunction of H-bond donor substituents on the ligand framework gave more stable supramolecular protein – complex assemblies. These constructs were shown to catalyze aldol condensation reactions in aqueous medium affording in some cases the less favorable cis-product. Since the corresponding complexes gave exclusively the trans product in the absence of b-lactoglobulin, this unusual diastereoselectivity was ensued by the second sphere of coordination brought by the protein host.
Type de document :
Article dans une revue
European Journal of Inorganic Chemistry, Wiley-VCH Verlag, 2017, 2017 (30), pp.3622-3634. 〈10.1002/ejic.201700365〉
Liste complète des métadonnées

Littérature citée [65 références]  Voir  Masquer  Télécharger

http://hal.upmc.fr/hal-01585231
Contributeur : Gestionnaire Hal-Upmc <>
Soumis le : lundi 11 septembre 2017 - 13:31:21
Dernière modification le : jeudi 8 février 2018 - 17:08:07
Document(s) archivé(s) le : mardi 12 décembre 2017 - 19:12:33

Fichier

Pocquet_2017_Supramolecular.pd...
Fichiers produits par l'(les) auteur(s)

Identifiants

Collections

Citation

Lucrèce Pocquet, Nikolay Vologdin, Giuseppe Felice Mangiatordi, Ilaria Ciofini, Orazio Nicolotti, et al.. Supramolecular Anchoring of NCN-Pincer Palladium Complexes into a β-Barrel Protein Host: Molecular-Docking and Reactivity Insights. European Journal of Inorganic Chemistry, Wiley-VCH Verlag, 2017, 2017 (30), pp.3622-3634. 〈10.1002/ejic.201700365〉. 〈hal-01585231〉

Partager

Métriques

Consultations de la notice

120

Téléchargements de fichiers

4