ChemPlusChem

Cover image for Vol. 82 Issue 12

Editor: Marisa Spiniello. Editorial Board Chairs: Matthias Driess, Michal Hocek, Tetsuro Majima

Online ISSN: 2192-6506

Associated Title(s): Angewandte Chemie International Edition, Chemistry - A European Journal

January 27, 2012

VIP: Probing Wavelength Regulation with an Engineered Rhodopsin Mimic and a C15-Retinal Analogue

K. S. S. Lee, T. Berbasova, C. Vasileiou, X. Jia, W. Wang, Y. Choi, F. Nossoni, J. H. Geiger*, B. Borhan*

Engineered mutants of cellular retinoic acid binding protein II capable of binding all-trans-retinal and a C15-retinal analogue as protonated Schiff bases were used to mimic wavelength regulation observed in different rhodopsins. The bound all-trans-retinal, with a slightly solvent exposed β-ionone ring remarkably exhibits no significant change in absorption, while the shorter C15-retinal analogue responds to changes in polarity of the binding pocket. This observation indicates the absolute necessity of a fully encapsulated retinylidene chromophore that is sequestered from the polar aqueous media to elicit changes in spectroscopic behavior as a result of altering the polarity of the binding pocket.

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