NDLI: Ruthenium Polypyridyl Complexes Hopping at Anionic Lipid Bilayers through a Supramolecular Bond Sensitive to Visible Light

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Ruthenium Polypyridyl Complexes Hopping at Anionic Lipid Bilayers through a Supramolecular Bond Sensitive to Visible Light

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Koning, Roman Limburg, Bart Siegler, Maxime A. Koster, Abraham J. Bonnet, Sylvestre Bahreman, Azadeh
Description	Author Affiliation: Bahreman A ( Leiden Institute of Chemistry, Gorlaeus Laboratories, Leiden University, P.O. Box 9502, Leiden, 2300 RA, The Netherlands.)
Abstract	The new ruthenium complex $[Ru(terpy)(dcbpy)(Hmte)](PF_{6})_{2}$ $([2](PF_{6})_{2};$ dcbpy=6,6′-dichloro-2,2′-bipyridine, terpy=2,2′;6′,2“-terpyridine, Hmte=2-(methylthio)ethanol) was synthesized. In the crystal structure, this complex is highly distorted, revealing steric congestion between dcbpy and Hmte. In water, $[2]^{2+}$ forms spontaneously by reacting Hmte and the aqua complex $[Ru(terpy)(dcbpy)(OH_{2})]^{2+}$ $([1]^{2+}),$ with a second-order rate constant of $0.025 s^{−1} M^{−1}$ at 25 °C. In the dark, the RuS bond of $[2]^{2+}$ is thermally unstable and partially hydrolyzes; in fact, $[1]^{2+}$ and $[2]^{2+}$ are in an equilibrium characterized by an equilibrium constant K of $151 M^{−1}.$ When exposed to visible light, the RuS bond is selectively broken to release $[1]^{2+},$ that is, the equilibrium is shifted by visible-light irradiation. The light-induced equilibrium shifts were repeated four times without major signs of degradation; the RuS coordination bond in $[2]^{2+}$ can be described as a robust, light-sensitive, supramolecular bond in water. To demonstrate the potential of this system in supramolecular chemistry, a new thioether–cholesterol conjugate (4), which inserts into lipid bilayers through its cholesterol moiety and coordinates to ruthenium through its sulfur atom, was synthesized. Thioether-functionalized, anionic, dimyristoylphosphatidylglycerol (DMPG), lipid vesicles, to which aqua complex $[1]^{2+}$ efficiently coordinates, were prepared. Upon exposure of the Ru-decorated vesicles to visible light, the RuS bond is selectively broken, thus releasing $[1]^{2+}$ that stays at the water-bilayer interface. When the light is switched off, the metal complex spontaneously coordinates back to the membrane-embedded thioether ligands without a need to heat the system. This process was repeated four times at 35 °C, thus achieving light-triggered hopping of the metal complex at the water-bilayer interface.
ISSN	09476539
e-ISSN	15213765
Journal	Chemistry - A European Journal
Issue Number	33
Volume Number	18
Language	English
Publisher	Wiley-VCH;ChemPubSoc Europe
Publisher Date	2012-08-13
Publisher Place	Germany
Access Restriction	Open
Subject Keyword	Anions Chemistry Coordination Complexes Lipid Bilayers Pyridines Ruthenium Crystallography, X-Ray Ligands Molecular Structure Photochemistry Research Support, Non-U.S. Gov't
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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