title: Self-aggregation of synthetic zinc chlorophyll derivative possessing a perfluoroalkyl group in a fluorinated solvent.
abstract: Zinc 3(1)-hydroxy-13(1)-oxo-chlorin possessing a perfluoroheptyl group on the 17-propionate was prepared by modifying chlorophyll a. The synthetic compound self-aggregated in 0.1% (v/v) THF and HCFC225cb (CClF2CF2CHClF) to give similar large oligomers to natural light-harvesting antennae of green photosynthetic bacteria and their models. Visible absorption, circular dichroism, and fluorescence emission spectra showed that F-F interaction between the perfluoroheptyl side chain and the fluorinated solvent (HCFC225cb) stabilized the supramolecular structure. The core part of the supramolecular structure was constructed by a special bond of Zn...O3(1)-H...O=C13(1) and pi-pi stacking, and the 17-propionates were at the peripheral part.
authors.affiliation: Department of Bioscience and Biotechnology, Faculty of Science and Engineering, Ritsumeikan University, Kusatsu, Shiga 525-8577, Japan.
authors.forename: Reiko
authors.initials: R
authors.lastname: Shibata
authors.forename: Hitoshi
authors.initials: H
authors.lastname: Tamiaki
mesh_terms: D002734:Chlorophyll / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D012997:Solvents / Q000737:chemistry; D015032:Zinc / Q000737:chemistry*
chemical_list: D006845:Hydrocarbons, Fluorinated; D009942:Organometallic Compounds; D012997:Solvents; D002734:Chlorophyll; D015032:Zinc