Self-aggregation of Synthetic Protobacteriochlorophyll-d Derivatives¶
| Autor: | Hiroyuki Kitamoto, Hitoshi Tamiaki, Reiko Shibata, Takuya Watanabe |
|---|---|
| Rok vydání: | 2007 |
| Předmět: |
Circular dichroism
Spectrophotometry Infrared Supramolecular chemistry chemistry.chemical_element Zinc General Medicine Chromophore Photochemistry Porphyrin Biochemistry chemistry.chemical_compound chemistry Chlorin Moiety Bacteriochlorophyll Physical and Theoretical Chemistry Bacteriochlorophylls Nuclear Magnetic Resonance Biomolecular |
| Zdroj: | Photochemistry and Photobiology. 81:170-176 |
| ISSN: | 1751-1097 0031-8655 |
| DOI: | 10.1111/j.1751-1097.2005.tb01537.x |
| Popis: | 3(1)-Racemically pure zinc 3(1)-hydroxy-13(1)-oxo-porphyrins (zinc methyl 17,18-dehydro-bacteriopheophorbides-d) as well as their 3(1)-demethyl form were prepared by modifying chlorophyll-a through oxidation by 2,3-dichloro-5,6-dicyano-benzoquinone. From visible, circular dichroism and infrared spectral analyses, these synthetic pigments self-aggregated in 1%(vol/vol) tetrahydrofuran and cyclohexane to give large oligomers by an intermolecular bonding of 13-C=O...H-O(3(1))...Zn(central) and pi-pi interaction of the porphyrin chromophores. The supramolecular structures are similar to those of the corresponding chlorins and a core part of extramembranous light-harvesting antennas of photosynthetic green bacteria. The 17,18-dehydrogenation of a chlorin to porphyrin moiety did not disturb its self-aggregation and the synthetic zinc porphyrins are good models for naturally occurring self-aggregative bacteriochlorophylls. |
| Databáze: | OpenAIRE |
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