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Azobenzene Based Photo-Responsive Hydrogel: Synthesis, Self-Assembly, and Antimicrobial Activity

A new azobenzene-based symmetric amphiphile was synthesized and characterized using (1)H NMR spectroscopy. Its self-assembly behavior as well as photo-responsive behavior in its solution and gel states were investigated. Such a compound can self-assemble into fiber mesophases in water solvent. After...

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Detalles Bibliográficos
Autores principales: Yang, Runmiao, Jin, Wei, Huang, Chingcheng, Liu, Yuhai
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9316089/
https://www.ncbi.nlm.nih.gov/pubmed/35877499
http://dx.doi.org/10.3390/gels8070414
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author Yang, Runmiao
Jin, Wei
Huang, Chingcheng
Liu, Yuhai
author_facet Yang, Runmiao
Jin, Wei
Huang, Chingcheng
Liu, Yuhai
author_sort Yang, Runmiao
collection PubMed
description A new azobenzene-based symmetric amphiphile was synthesized and characterized using (1)H NMR spectroscopy. Its self-assembly behavior as well as photo-responsive behavior in its solution and gel states were investigated. Such a compound can self-assemble into fiber mesophases in water solvent. After irradiation of the gels with UV light, the trans isomer of the compound rapidly photoisomerized to the cis isomer, which resulted in a rapid destruction of the gel. High temperature also caused a rapid drop in viscosity. To verify the antimicrobial activity of the hydrogel, live and death assays of human fibroblasts L929 properties were used for in vitro cell viability studies. The compound was converted to the terminal tertiary amine in a quaternary ammonium salt molecule by using hydrochloric acid. This azobenzene quaternary ammonium salt has a relatively better antimicrobial effect biocidal activity that was demonstrated when challenged against Escherichia coli on in vitro conditions.
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spelling pubmed-93160892022-07-27 Azobenzene Based Photo-Responsive Hydrogel: Synthesis, Self-Assembly, and Antimicrobial Activity Yang, Runmiao Jin, Wei Huang, Chingcheng Liu, Yuhai Gels Article A new azobenzene-based symmetric amphiphile was synthesized and characterized using (1)H NMR spectroscopy. Its self-assembly behavior as well as photo-responsive behavior in its solution and gel states were investigated. Such a compound can self-assemble into fiber mesophases in water solvent. After irradiation of the gels with UV light, the trans isomer of the compound rapidly photoisomerized to the cis isomer, which resulted in a rapid destruction of the gel. High temperature also caused a rapid drop in viscosity. To verify the antimicrobial activity of the hydrogel, live and death assays of human fibroblasts L929 properties were used for in vitro cell viability studies. The compound was converted to the terminal tertiary amine in a quaternary ammonium salt molecule by using hydrochloric acid. This azobenzene quaternary ammonium salt has a relatively better antimicrobial effect biocidal activity that was demonstrated when challenged against Escherichia coli on in vitro conditions. MDPI 2022-07-01 /pmc/articles/PMC9316089/ /pubmed/35877499 http://dx.doi.org/10.3390/gels8070414 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Yang, Runmiao
Jin, Wei
Huang, Chingcheng
Liu, Yuhai
Azobenzene Based Photo-Responsive Hydrogel: Synthesis, Self-Assembly, and Antimicrobial Activity
title Azobenzene Based Photo-Responsive Hydrogel: Synthesis, Self-Assembly, and Antimicrobial Activity
title_full Azobenzene Based Photo-Responsive Hydrogel: Synthesis, Self-Assembly, and Antimicrobial Activity
title_fullStr Azobenzene Based Photo-Responsive Hydrogel: Synthesis, Self-Assembly, and Antimicrobial Activity
title_full_unstemmed Azobenzene Based Photo-Responsive Hydrogel: Synthesis, Self-Assembly, and Antimicrobial Activity
title_short Azobenzene Based Photo-Responsive Hydrogel: Synthesis, Self-Assembly, and Antimicrobial Activity
title_sort azobenzene based photo-responsive hydrogel: synthesis, self-assembly, and antimicrobial activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9316089/
https://www.ncbi.nlm.nih.gov/pubmed/35877499
http://dx.doi.org/10.3390/gels8070414
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AT liuyuhai azobenzenebasedphotoresponsivehydrogelsynthesisselfassemblyandantimicrobialactivity