Abstract
A pharmaceutically and biologically relevant molecule, pyridoxine hydrochloride (vitamin B6), was encapsulated inside the cavity of a molecular container, cucurbit[7]uril (CB[7]), in aqueous solution. The CB[7] based "nanocapsule" of vitamin B6 has been investigated for the first time, via 1H NMR and UV-visible spectroscopic titrations (including Job's plot) and ab initio molecular modeling. The results have demonstrated that vitamin B6 forms stable host-guest complexes within CB[7] in 1: 1 stoichiometry, with a binding affinity of (4.0±0.5)×103 M-1. Such a nanocapsule could potentially find application in vitamin B6 formulation for the purpose of enhancing the stability, absorption, and delivery of this important vitamin.
Figures
![Figure 1: Structural diagrams of CB[7] (a) and pyridoxine hydrochloride (PH) (b).](https://s3-eu-west-1.amazonaws.com/com.mendeley.prod.article-extracted-content/images/e0020de8-66e8-33cb-87fc-d1a5a4583bdc/thumbnail-153ae3c9-8580-4249-a5ba-18b46c0f7149-0.png)
![Figure 2: 1H NMR spectra of PH (1mM) alone (the bottom spectrum) and in the presence of increasing amounts (0.5, 1.0, 1.5, 2.0, and 2.5mM) of CB[7].](https://s3-eu-west-1.amazonaws.com/com.mendeley.prod.article-extracted-content/images/e0020de8-66e8-33cb-87fc-d1a5a4583bdc/thumbnail-65d409fa-b929-4f8a-80cf-1b1b3a4d1dbb-1.png)
![Figure 3: The UV spectrum of PH (0.1mM) at different concentrations of CB[7] (0, 0.2, and 0.5mM, following the direction as indicated by arrows). Inset image: a binding curve obtained based on the UV absorbance measurement of PH (0.1mM) titrated with various amounts of CB[7]. This plot is based on the absorbance at 290 nm versus the concentration of CB[7] (M) and indicated a binding constant of (4.0 ± 0.5) × 103 M−1 for PH@CB[7] complex at pH = 5 [31].](https://s3-eu-west-1.amazonaws.com/com.mendeley.prod.article-extracted-content/images/e0020de8-66e8-33cb-87fc-d1a5a4583bdc/thumbnail-010cb5da-96cd-4885-9487-28c270f1ad8f-3.png)
![Figure 4: Job’s plot of the CB[7]-PH host-guest complexes: this plot was prepared via monitoring the changes of UV-visible absorbance during the continuous variation titration.](https://s3-eu-west-1.amazonaws.com/com.mendeley.prod.article-extracted-content/images/e0020de8-66e8-33cb-87fc-d1a5a4583bdc/thumbnail-d451fda3-77b8-457d-8b8d-c0f01be1c68a-4.png)
![Figure 5: Molecular modeling of 1 : 1 PH@CB[7] complexes based on ab initio calculations using the HF/3-21G∗∗ basis set.](https://s3-eu-west-1.amazonaws.com/com.mendeley.prod.article-extracted-content/images/e0020de8-66e8-33cb-87fc-d1a5a4583bdc/thumbnail-70fb8841-f76f-49af-8712-a9959779cc65-5.png)
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CITATION STYLE
Li, W., Li, S., Wyman, I. W., Macartney, D. H., Zhang, Q., Zheng, Y., & Wang, R. (2015). Supramolecular Encapsulation of Vitamin B6 by Macrocyclic Nanocontainer Cucurbit[7]uril. Journal of Nanomaterials, 2015. https://doi.org/10.1155/2015/574013
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