Energy Transfer among Light-Harvesting Macrorings Incorporated into a Bilayer Membrane

Abstract

Amphiphilic bis(imidazolyl)tris(porphyrinatozinc) complexes having omega-carboxyalkyl meso substituents were prepared. The barrel-type porphyrin macroring organized through their complementary coordination was incorporated into a liposomal bilayer membrane with orientation normal to the surface. Under the conditions concentrated in the membrane, introduction of a fullerotripyridyl ligand into the cavity of the macroring quenched fluorescence not only from the host ring itself but also from other surrounding macrorings. Energy transfer among antenna macrorings in the membrane mimics the assembly of a bacterial light-harvesting antenna system.

Supramolecular Organization of Porphyrins and Phthalocyanines by Use of Biomimetic Coordination Methodology

“…169 Incorporation of 118 into the organized wheel 124 enhanced the fluorescence quenching efficiency by a factor of three compared with that in homogeneous solution, suggesting excitation energy migration over three wheels in the membrane phase.…”

Synthesis of Novel Fullerene-Porphyrin Conjugates for the Formation of Langmuir Monolayers

“…[18][19][20][21][22][23][24] Thus to derive the fullerene-porphyrin conjugates with long chain alkyl substituents we employed the Prato reaction that is 1,3-dipolar cycloaddition to the double bond in a 6,6 ring position in a fullerene of azomethine ylide generated by the condensation of an a-amino acid and an aldehyde. [25][26] The reaction offers the following advantages:…”

Synthesis, heterogenization and sensing properties of melamine-bridged bis-porphyrin dimers

“…Another prosperous field of application for bis-porphyrin hosts deals with the selfassembly of donor-acceptor systems promoted by the π−π stacking between the curved surface of a fullerene and a porphyrin macrocycle. Such fullerene-porphyrin recognition motif has been successfully employed for selective extraction of higher fullerenes [7], and to build photovoltaic devices [8].…”