Abstract
Zinc methyl 3-hydroxymethyl-(132R/S)-methyl-pyropheophorbides-a were prepared as model compounds of bacteriochlorophyll-d by the chemical modification of naturally occurring chlorophyll-a. Both the HPLC-separated 132-epimers as well as the 132-unsubstituted counterpart self-aggregated in an aqueous Triton X-100 micellar solution to form large oligomers with red-shifted electronic absorption and intense circular dichroism bands, similarly as in natural chlorosomes, the main light-harvesting antennas of photosynthetic green bacteria. The substitution with a methyl group at the 132-position did not disturb the formation of chlorosomal self-aggregates in a J-type fashion, which were slightly dependent on the stereochemistry.
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