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Sterically controlled and pH-dependent self-aggregation of synthetic zinc 3-(alkylamino)methylated chlorophyll-a derivatives in aqueous micellar solution
Journal of Porphyrins and Phthalocyanines ( IF 0.9 ) Pub Date : 2020-05-20 , DOI: 10.1142/s108842461950127x
Hiroaki Watanabe 1 , Soichi Nakamura 1 , Hitoshi Tamiaki 1
Affiliation  

Zinc methyl 3-(methyl/ethylamino)methyl-pyropheophorbides-a were prepared as models of photosynthetically active bacteriochlorophyll-d possessing the 31-hydroxy group. The synthetic methylamino analog predominantly dimerized via two Zn..N coordination bonds in aqueous Triton X-100 micelles, while the more sterically crowding and less coordinating ethylamino derivative self-aggregated to form large oligomers through single coordination and hydrogen bonds, Zn..N–H..O=C-13, similarly as in the natural self-aggregates of bacteriochlorophyll-d. The artificial self-aggregates were dependent on the aqueous pH, but the dimer was less pH-sensitive and also more tolerant to the additional Triton X-100.

中文翻译:

合成锌 3-(烷基氨基)甲基化叶绿素-a 衍生物在胶束水溶液中的空间控制和 pH 依赖性自聚集

甲基锌 3-(甲基/乙基氨基)甲基-焦脱镁叶绿素-一种被制备为具有光合活性的细菌叶绿素模型-d拥有 31-羟基。合成的甲氨基类似物主要是二聚体通过二锌..水性 Triton X-100 胶束中的 N 配位键,而空间拥挤和配位较少的乙氨基衍生物通过单配位和氢键自聚集形成大的低聚物,Zn..氮-氢..O=C-13,类似于细菌叶绿素的天然自身聚集体-d. 人工自聚集体依赖于水的 pH 值,但二聚体对 pH 的敏感性较低,并且对额外的 Triton X-100 也更耐受。
更新日期:2020-05-20
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