Synthesis of 18-formylated B-ring reduced chlorophyll derivative as a heme A analog and effect of the 18-substituent on optical properties

Funakoshi, Daichi; Tamiaki, Hitoshi

doi:10.1016/j.tetlet.2021.152921

Tetrahedron Letters

2021

DOI: 10.1016/j.tetlet.2021.152921

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Synthesis of 18-formylated B-ring reduced chlorophyll derivative as a heme A analog and effect of the 18-substituent on optical properties

Daichi Funakoshi

Hitoshi Tamiaki

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2024

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Cited by 1 publication

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Chlorophyll Pigments and Their Synthetic Analogs

Tamiaki,

Kichishima

2024

Plant and Cell Physiology

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Oxygenic phototrophs use chlorophylls (Chls) as photosynthetically active pigments. A variety of Chl molecules have been found in photosynthetic eukaryotes including green plants, algae, and cyanobacteria. Here we review their molecular structures with stereochemistry, occurrence in light-harvesting antennas and reaction centers, biosyntheses in the late stage, chemical stabilities, and visible absorption maxima in diethyl ether. The observed maxima are comparable to those of semisynthetic Chl analogs, methyl pyropheophorbides, in dichloromethane. The effects of their peripheral substituents and core π-conjugation on the maxima of the monomeric states are discussed. Notably, the oxidation along the molecular x-axis in Chl-a produces its accessory pigments, Chls-b/c, and introduction of an electron-withdrawing formyl group along the y-axis perpendicular to the x-axis affords far-red light absorbing Chls-d/f.

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Chlorophyll Pigments and Their Synthetic Analogs

Tamiaki,

Kichishima

2024

Plant and Cell Physiology

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Synthesis of 18-formylated B-ring reduced chlorophyll derivative as a heme A analog and effect of the 18-substituent on optical properties

Cited by 1 publication

References 18 publications

Chlorophyll Pigments and Their Synthetic Analogs

Chlorophyll Pigments and Their Synthetic Analogs

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