The design, synthesis and photochemical study of a biomimetic cyclodextrin model of photoactive yellow protein (PYP).
Org Biomol Chem
; 9(7): 2209-18, 2011 Apr 07.
Article
em En
| MEDLINE
| ID: mdl-21301710
ABSTRACT
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 ß-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.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Proteínas de Bactérias
/
Fotorreceptores Microbianos
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Ciclodextrinas
/
Materiais Biomiméticos
Idioma:
En
Ano de publicação:
2011
Tipo de documento:
Article