Self-aggregation of 32-substituted bacteriochlorophyll-d analogs in aqueous micelle

Self-aggregation of 32-substituted bacteriochlorophyll-d analogs in aqueous micelle
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32-取代细菌叶绿素-d 类似物在水胶束中的自聚集

DOI:
10.1142/s1088424622500675
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发表时间:
2022
影响因子:
1.5
通讯作者:
Tamiaki Hitoshi
Tamiaki Hitoshi
中科院分区:
化学4区
文献类型:
--
作者:
Tani Shunsuke;Kanehisa Seiji;Tamiaki Hitoshi

文献摘要

相似文献

作为天然存在的细菌-叶绿素模型,甲基(31R)-细菌叶绿体-32位上具有乙基、乙烯基和乙炔基团的锌是通过化学修饰得到的。合成的分子在Triton X-100胶束水溶液中自聚集,类似于光合作用绿色细菌的主要捕光天线,得到超分子有序的大分子齐聚物,与单体吸收带相比,具有红移和加宽的可见吸收带。32-乙炔通过乙烯基向乙基的顺序氢化逐渐抑制了绿小体的自聚集能力。31-烷基链从甲基到丙基团的连续伸长也削弱了-聚集能力。自聚集性的降低可归因于-聚集所需的31-羟基附近32-取代基的空间增强。
As naturally occurring bacteriochlorophyll-models, zinc methyl (31R)-bacteriopheophorbides-possessing ethyl, vinyl, and ethynyl groups at the 32-position were prepared by chemically modifying chlorophyll-. The synthetic molecules self-aggregated in an aqueous Triton X-100 micelle solution similarly as in the major light-harvesting antenna of photosynthetic green bacteria to give supramolecularly ordered large oligomers with red-shifted and broadened visible absorption bands, compared with the monomeric bands. The sequential hydrogenation of the 32-ethynyl to ethyl groupviathe vinyl group gradually suppressed the chlorosomal self-aggregation ability. The successive elongation of the 31-alkyl chain from a methyl to propyl groupviaan ethyl group also diminished the-aggregation ability. These decreases in the self-aggregation were ascribable to the steric enhancement of the 32-substituents near the 31-hydroxy group requisite for the-aggregation.