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

Printer-friendly version
TitreThe design, synthesis and photochemical study of a biomimetic cyclodextrin model of Photoactive Yellow Protein (PYP)
Type de publicationJournal Article
Nouvelles publications2011
AuteursLoukou C, Changenet-Barret P, Rager MN, Plaza P, Martin MM, Mallet J-M
JournalOrganic & Biomolecular Chemistry
Volume9
Fascicule7
Pagination2209-2218
Numéro1477-0520
Accession NumberISI:000288456700024
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.

URL<Go to ISI>://000288456700024
DOI10.1039/c0ob00646g
Importer un fichierThe design, synthesis and photochemical study of a biomimetic cyclodextrin model of Photoactive Yellow Protein (PYP)
Unité de rattachement: 
UMR 7203