Enantiomeric self-aggregation of zinc 132-methyl-bacteriochlorophyll-d analogs with a porphyrin π-skeleton Article Swipe

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YOU? · · 2025 · Open Access · · DOI: https://doi.org/10.1093/chemle/upaf019

Zinc dodecyl 3-hydroxymethyl-(132R/S)-methyl-pyroprotopheophorbide-a enantiomers self-aggregated in an aqueous Triton X-100 micellar solution to give chlorosome-like J-aggregates. The chiral supramolecules of the resulting zinc porphyrin self-aggregates were dependent on the stereochemistry of the asymmetric carbon atom at the 132-position. The chiral and steric effects near the 13-carbonyl group on the aggregation confirmed that the 131-oxo group hydrogen-bonded with the 31-OH group, which was requisite for the in vivo production of the chlorosomal aggregates.

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Chemistry Porphyrin Zinc Enantiomer Skeleton (computer programming) Bacteriochlorophyll Stereochemistry Photochemistry Organic chemistry Pigment Computer science Programming language

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Type: article
Language: en
Landing Page: https://doi.org/10.1093/chemle/upaf019
OA Status: hybrid
References: 29
Related Works: 10
OpenAlex ID: https://openalex.org/W4406985462

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DOI: https://doi.org/10.1093/chemle/upaf019

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Title: Enantiomeric self-aggregation of zinc 132-methyl-bacteriochlorophyll-d analogs with a porphyrin π-skeleton

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Language: en

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Publication year: 2025

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Publication date: 2025-01-30

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Authors: Yamato Hashimoto, Hitoshi Tamiaki

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Landing page: https://doi.org/10.1093/chemle/upaf019

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Concepts: Chemistry, Porphyrin, Zinc, Enantiomer, Skeleton (computer programming), Bacteriochlorophyll, Stereochemistry, Photochemistry, Organic chemistry, Pigment, Computer science, Programming language

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