Inclusion Complex Formation with Tetra‐PEGylated Tetraphenylporphyrin and Face‐to‐Face Cyclodextrin Dimer through Unprecedented Molecular Threading

Inclusion Complex Formation with Tetra‐PEGylated Tetraphenylporphyrin and Face‐to‐Face Cyclodextrin Dimer through Unprecedented Molecular Threading
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通过前所未有的分子螺纹,四聚乙二醇化四苯基卟啉和面对面环糊精二聚体形成包合物

DOI:
10.1002/chem.202300408
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发表时间:
2023
期刊:
Chemistry A European Journal
影响因子:
--
通讯作者:
Kitagishi Hiroaki
Kitagishi Hiroaki
中科院分区:
--
文献类型:
--
作者:
Mao Qiyue;Kitagishi Hiroaki

文献摘要

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在这里,描述了四-聚乙二醇化四苯基卟啉与全O-甲基化环糊精(CD)二聚体之间通过分子穿线过程形成的主客体包合物,这在物理上是意想不到的。虽然聚乙二醇化的卟啉比CD二聚体的分子尺寸大得多,但在水中自发形成了夹心型卟啉/CD二聚体1 : 1包合物。亚铁卟啉络合物在水溶液中与O2可逆结合,在 体内作为人工O2载体发挥作用。大鼠药代动力学研究表明,与不含聚乙二醇的包合物相比,包合物在血液中的循环时间更长。通过CD单体的完全解离过程,我们进一步证明了从聚乙二醇化的卟啉/CD单体1/2包合物到与CD二聚体的1/1包合物的独特的主客体交换反应。
Herein, a host–guest inclusion complex formation between tetra‐PEGylated tetraphenylporphyrin with a per‐O‐methylated cyclodextrin (CD) dimer through the molecular threading process that is physically unexpected to occur is described. Although the molecular size of the PEGylated porphyrin is much greater than that of the CD dimer, the sandwich‐type porphyrin/CD dimer 1 : 1 inclusion complex was spontaneously formed in water. The ferrous porphyrin complex binds O2reversibly in aqueous solution, which functions as an artificial O2carrier in vivo. Pharmacokinetic study using rats revealed that the inclusion complex showed a long circulation in blood in contrast to the complex without PEG. We further demonstrate the unique host–guest exchange reaction from the PEGylated porphyrin/CD monomer 1/2 inclusion complex to the 1/1 complex with the CD dimer through the complete dissociation process of the CD monomers.