Supramolecular chirality in self-assembly of zinc protobacteriochlorophyll-d analogs possessing enantiomeric esterifying groups
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Published:2024-01-24
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Volume:
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ISSN:1474-905X
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Container-title:Photochemical & Photobiological Sciences
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language:en
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Short-container-title:Photochem Photobiol Sci
Author:
Yasui Mizuki, Tamiaki HitoshiORCID
Abstract
AbstractZinc 3-hydroxymethyl-pyroprotopheophorbides-a esterified with a chiral secondary alcohol at the 17-propionate residue were prepared as bacteriochlorophyll-d analogs. The synthetic zinc 31-hydroxy-131-oxo-porphyrins self-aggregated in an aqueous Triton X-100 micellar solution to give red-shifted and broadened Soret and Qy absorption bands in comparison with their monomeric bands. The intense, exciton-coupled circular dichroism spectra of their self-aggregates were dependent on the chirality of the esterifying groups. The observation indicated that the self-aggregates based on the J-type stacking of the porphyrin cores were sensitive to the peripheral 17-propionate residues. The supramolecular structures of the present J-aggregates as models of bacteriochlorophyll aggregates in natural chlorosomes were remotely regulated by the esterifying groups.
Graphical abstract
Funder
Japan Society for the Promotion of Science Ritsumeikan University
Publisher
Springer Science and Business Media LLC
Subject
Physical and Theoretical Chemistry
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