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Towards new nanoporous biomaterials: self-assembly of sulfopillar[5]arenes with vitamin D3 into supramolecular polymers

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Abstract

Novel water-soluble, deca-substituted pillar[5]arenes containing thiasulfate and thiacarboxylate fragments were synthesized and characterized. UV-vis, 2D 1H–1H NOESY and DOSY NMR spectroscopy revealed the ability of pillar[5]arenes containing thiasulfate fragments to form an inclusion complex with cholecalciferol (vitamin D3) in a 1 : 2 ratio (lg Kass = 2.2). Using DLS and SEM it was found that upon concentration and/or evaporation of the solvent, the supramolecular polymer (pillar[5]arene/vitamin D3 (1 : 2)) forms a porous material with an average wall diameter of 53 nm. It was shown that the supramolecular polymer is stable during photolysis by UV radiation (k1 = 1.7 × 10−5 s−1).

Graphical abstract: Towards new nanoporous biomaterials: self-assembly of sulfopillar[5]arenes with vitamin D3 into supramolecular polymers

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Supplementary files

Article information


Submitted
25 Feb 2020
Accepted
30 Mar 2020
First published
31 Mar 2020

Org. Biomol. Chem., 2020, Advance Article
Article type
Paper

Towards new nanoporous biomaterials: self-assembly of sulfopillar[5]arenes with vitamin D3 into supramolecular polymers

D. N. Shurpik, Y. I. Aleksandrova, P. V. Zelenikhin, E. V. Subakaeva, P. J. Cragg and I. I. Stoikov, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/D0OB00411A

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