Self-Aggregation of Synthetic Bacteriochlorophyll-d Analogues Possessing a B-Ring Reduced Chlorin π-System
Self-Aggregation of Synthetic Bacteriochlorophyll-d Analogues Possessing a B-Ring Reduced Chlorin π-System
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DOI：
10.1021/jo901586u
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发表时间：
2009-11-06
影响因子：
3.6
通讯作者：
Tamiaki, Hitoshi
中科院分区：
文献类型：
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作者：
Kunieda, Michio;Tamiaki, Hitoshi
制备了具有B环还原二氢卟酚π系统（C7-C8，C17=C18）的锌3（1）-羟基-13（1）-氧代-叶绿素衍生物3和4作为自聚集细菌叶绿素-d的模型，其1和2的区域异构体具有天然型D环还原二氢卟酚π系统（C7=C8， C17-C18）。通过修饰天然细菌叶绿素，有效合成了 3(1)-差向纯形式的仲醇 3 (3-CH(OH)CH3) 和伯醇 4 (3-CH2OH)，通过 UV-vis 和 CD 光谱检查了 3 和 4 在胶束水溶液中的自聚集，并与它们的区域异构体 1 和 2 进行了比较。
Zinc 3(1)-hydroxy- 13(1)-oxo-chlorophyll derivatives 3 and 4 having it B-ring reduced chlorin pi-system (C7-C8, C17=C18) were prepared as models of self-aggregative bacteriochlorophyll-d, which tire regioisomers of 1 and 2 possessing it natural-type D-ring reduced chlorin pi-system (C7=C8, C17-C18). 3(1)-Epimerically pure Forms of secondary alcohol 3 (3-CH(OH)CH3) as well as primary alcohol 4 (3-CH2OH) were effectively synthesized by modifying naturally available bacteriochlorophyll-a Self-aggregation of 3 and 4 in an aqueous micellar solution was examined by UV-vis and CD spectroscopies and compared with that of their regioisomeric 1 and 2.