β-环糊精的“生物轮轴”组件装配到通过包容聚合法与PEG间隔基连接的胆汁酸单元上,Macromolecules

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β-环糊精的“生物轮轴”组件装配到通过包容聚合法与PEG间隔基连接的胆汁酸单元上
Macromolecules ( IF 5.1 ) Pub Date : 2018-10-17 00:00:00 , DOI: 10.1021/acs.macromol.8b01702
Yong-Guang Jia ₁ , Sa Liu _{1,

2} , Jin Wang ₁ , Lili Cai ₁ , Jiahong Jin ₁ , Lina Mo ₁ , Meng Gao ₁ , Li Ren ₁ , X. X. Zhu ₂

Affiliation

通过“包合聚合”方法，制备了通过可调节长度的聚乙二醇（PEG）间隔基连接到胆酸部分上的β-环糊精（β-CD）聚轮烷的“生物轮轴”组件。使胆汁酸-二胺衍生物首先与β-CD形成包合物，然后与PEG-二碳酸酯聚合，然后用单氨基-β-CD的塞子封端，得到β-CD的“生物轮”。聚乙二醇化胆汁酸串联。所有步骤均在不使用催化剂的情况下进行。通过2D NOESY NMR技术和粉末X射线衍射证实了β-CD与胆汁酸单元链之间的络合，表明85％的胆汁酸单元进入了β-CD腔。PEG间隔物长度从45个乙二醇单元更改为6个乙二醇单元，导致了聚轮烷的柔性-刚性构象转变，这由扫描隧道显微镜图像显示的“生物轮”的随机和笔直取向来支持。构象的控制有助于调节聚轮烷的性质。由这种天然的主客体对构成的“生物轮轴”组件也可能导致对生物相关应用的进一步探索。

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“Biowheel-Axle” Assembly of β-Cyclodextrin Fitted onto Bile Acid Units Linked by PEG Spacers through Inclusion Polymerization

A “biowheel-axle” assembly of polyrotaxanes of β-cyclodextrin (β-CD) threaded onto bile acid moieties linked by a poly(ethylene glycol) (PEG) spacer of tunable length was prepared through an “inclusion polymerization” approach. The bile acid-diamine derivatives were allowed to first form inclusion complexes with β-CD and then polymerized with PEG-dicarbonate, followed by end-capping with a stopper of monoamino-β-CD, resulting in “biowheels” of β-CD with PEGylated bile acids as the axle in tandem. All steps were performed without the use of catalysts. The complexation between β-CD and bile acid units of the polymer chain was confirmed by the 2D NOESY NMR technique and powder X-ray diffraction, showing 85% of bile acid units entered the cavity of β-CD. The change of PEG spacer length from 45 to 6 ethylene glycol units led to a flexible–rigid conformation transition of the polyrotaxanes, supported by the random and straight orientation of the “biowheels” shown by scanning tunneling microscopy images. The control of the conformation helps to tune the property of the polyrotaxanes. The “biowheel-axle” assembly constructed from such a natural host–guest pair may also lead to the further exploration of bio-related applications.

更新日期：2018-10-17

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