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

被引:0
|
作者
Hashimoto, Yamato [1 ]
Tamiaki, Hitoshi [1 ]
机构
[1] Ritsumeikan Univ, Grad Sch Life Sci, Noji-higashi 1-1-1, Kusatsu, Shiga 5258577, Japan
基金
日本学术振兴会;
关键词
chirality; steric effect; supramolecule; BACTERIUM CHLOROBIUM-VIBRIOFORME; BACTERIOCHLOROPHYLL-D; ENERGY-TRANSFER; CHLOROSOMES; NANOTUBES;
D O I
10.1093/chemle/upaf019
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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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页数:4
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