Abstract
Zinc bacteriochlorophyll‐d derivatives possessing a polymerizable moiety at the 17‐propionate were prepared as model compounds of natural occurring chlorophylls in the main peripheral antennas of green photosynthetic bacteria (chlorosomes). The synthetic compounds self‐aggregated in nonpolar organic solvents as well as in the solid state to give large oligomers similar to chlorosomal J‐aggregates. Such introduction of the polymerizable groups in the ester did not suppress the ability of self‐aggregation.
Highlights
Green photosynthetic bacteria have extramembranous peripheral antenna systems, called chlorosomes
Chlorosomal core parts are built by self-aggregation of composite chlorophyllous pigments [1,2,3,4,5], while the others are based on specific interaction ofchlorophylls with peptides
Atomic force microscopic observation showed that self-aggregates of the model compound made rod structures [11]
Summary
Green photosynthetic bacteria have extramembranous peripheral antenna systems, called chlorosomes. The propionate ester group at the 17-position is situated at the surface. We report synthesis of zinc bacteriochlorophyll-d derivatives 3 possessing polymerizable substituents at the ester group of the 17-propionate and their self-aggregation in a nonpolar organic solvent as chlorosomal hydrophobic environments. These functional groups are assumed to be situated at the surface of the selfaggregated supramolecules and would be polymerized via C C bondings to stabilize the noncovalently self-assembled, large oligomeric J-aggregates [16, 17], which is promising for construction of photoactive nanodevices
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