The design, synthesis and photochemical study of a biomimetic cyclodextrin model of Photoactive Yellow Protein (PYP) - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Organic & Biomolecular Chemistry Année : 2011

The design, synthesis and photochemical study of a biomimetic cyclodextrin model of Photoactive Yellow Protein (PYP)

Résumé

The design, synthesis and study of the photophysical and photochemical properties of the first biomimetic cyclodextrin (CD) model of photoactive yellow protein (PYP) are described. This model bears a deprotonated trans-p-coumaric acid chromophore, covalently linked via a cysteine moiety to a permethylated 6-monoamino beta-CD. NMR and UV/Visible spectroscopy studies showed the formation of strong self-inclusion complexes in water at basic pH. Steady-state photolysis demonstrated that, unlike the free chromophore in solution, excitation of the model molecule leads to the formation of a photoproduct identified as the cis isomer by NMR spectroscopy. These observations provide evidence that the restricted CD cavity offers a promising framework for the design of biomimetic models of the PYP hydrophobic pocket.
Fichier non déposé

Dates et versions

hal-00578650 , version 1 (21-03-2011)

Identifiants

Citer

Christina Loukou, Pascale Changenet-Barret, Marie-Noelle Rager, Pascal Plaza, Monique M. Martin, et al.. The design, synthesis and photochemical study of a biomimetic cyclodextrin model of Photoactive Yellow Protein (PYP). Organic & Biomolecular Chemistry, 2011, 9 (7), pp.2209-2218. ⟨10.1039/c0ob00646g⟩. ⟨hal-00578650⟩
175 Consultations
2 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More