Dramatically Increased Binding Constant of Water-Soluble Cyclodextrin Hyperbranched Polymers: Explored with Diffusion Ordered NMR Spectroscopy (DOSY)

[Image: see text] We report that the polymerization of cyclodextrin (CD) with epichlorohydrin (ECH) dramatically increases the binding constant of CD to vanillin, from 55 to 8.4 × 10(3) M(–1), by approximately 100 times, as determined by diffusion ordered spectroscopy (DOSY)–(1)H NMR. The binding co...

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Autores principales: Doan, Anh Thi Ngoc, Doan, Van Thi Hong, Katsuki, Jun, Fujii, Shota, Kono, Hiroyuki, Sakurai, Kazuo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8991930/
https://www.ncbi.nlm.nih.gov/pubmed/35415377
http://dx.doi.org/10.1021/acsomega.1c06194
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author Doan, Anh Thi Ngoc
Doan, Van Thi Hong
Katsuki, Jun
Fujii, Shota
Kono, Hiroyuki
Sakurai, Kazuo
author_facet Doan, Anh Thi Ngoc
Doan, Van Thi Hong
Katsuki, Jun
Fujii, Shota
Kono, Hiroyuki
Sakurai, Kazuo
author_sort Doan, Anh Thi Ngoc
collection PubMed
description [Image: see text] We report that the polymerization of cyclodextrin (CD) with epichlorohydrin (ECH) dramatically increases the binding constant of CD to vanillin, from 55 to 8.4 × 10(3) M(–1), by approximately 100 times, as determined by diffusion ordered spectroscopy (DOSY)–(1)H NMR. The binding constant increased with an increase of the ECH content of the polymer, although ECH polymers without CDs showed no affinity at all, suggesting that the hydrophobicity of the ECH network outside of CDs helps to enhance the binding. This increased binding constant allows CD–ECH polymers to increase the drug loading ratio, which may be one of the most critical issues for drug delivery systems.
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spelling pubmed-89919302022-04-11 Dramatically Increased Binding Constant of Water-Soluble Cyclodextrin Hyperbranched Polymers: Explored with Diffusion Ordered NMR Spectroscopy (DOSY) Doan, Anh Thi Ngoc Doan, Van Thi Hong Katsuki, Jun Fujii, Shota Kono, Hiroyuki Sakurai, Kazuo ACS Omega [Image: see text] We report that the polymerization of cyclodextrin (CD) with epichlorohydrin (ECH) dramatically increases the binding constant of CD to vanillin, from 55 to 8.4 × 10(3) M(–1), by approximately 100 times, as determined by diffusion ordered spectroscopy (DOSY)–(1)H NMR. The binding constant increased with an increase of the ECH content of the polymer, although ECH polymers without CDs showed no affinity at all, suggesting that the hydrophobicity of the ECH network outside of CDs helps to enhance the binding. This increased binding constant allows CD–ECH polymers to increase the drug loading ratio, which may be one of the most critical issues for drug delivery systems. American Chemical Society 2022-03-25 /pmc/articles/PMC8991930/ /pubmed/35415377 http://dx.doi.org/10.1021/acsomega.1c06194 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Doan, Anh Thi Ngoc
Doan, Van Thi Hong
Katsuki, Jun
Fujii, Shota
Kono, Hiroyuki
Sakurai, Kazuo
Dramatically Increased Binding Constant of Water-Soluble Cyclodextrin Hyperbranched Polymers: Explored with Diffusion Ordered NMR Spectroscopy (DOSY)
title Dramatically Increased Binding Constant of Water-Soluble Cyclodextrin Hyperbranched Polymers: Explored with Diffusion Ordered NMR Spectroscopy (DOSY)
title_full Dramatically Increased Binding Constant of Water-Soluble Cyclodextrin Hyperbranched Polymers: Explored with Diffusion Ordered NMR Spectroscopy (DOSY)
title_fullStr Dramatically Increased Binding Constant of Water-Soluble Cyclodextrin Hyperbranched Polymers: Explored with Diffusion Ordered NMR Spectroscopy (DOSY)
title_full_unstemmed Dramatically Increased Binding Constant of Water-Soluble Cyclodextrin Hyperbranched Polymers: Explored with Diffusion Ordered NMR Spectroscopy (DOSY)
title_short Dramatically Increased Binding Constant of Water-Soluble Cyclodextrin Hyperbranched Polymers: Explored with Diffusion Ordered NMR Spectroscopy (DOSY)
title_sort dramatically increased binding constant of water-soluble cyclodextrin hyperbranched polymers: explored with diffusion ordered nmr spectroscopy (dosy)
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8991930/
https://www.ncbi.nlm.nih.gov/pubmed/35415377
http://dx.doi.org/10.1021/acsomega.1c06194
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