Enzyme-Responsive Nanoparticles and Coatings Made from Alginate/Peptide Ciprofloxacin Conjugates as Drug Release System
Infection-controlled release of antibacterial agents is of great importance, particularly for the control of peri-implant infections in the postoperative phase. Polymers containing antibiotics bound via enzymatically cleavable linkers could provide access to drug release systems that could accomplis...
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Format: | Article |
Language: | English |
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MDPI AG
2021-05-01
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Series: | Antibiotics |
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Online Access: | https://www.mdpi.com/2079-6382/10/6/653 |
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author | Yannick Bourgat Carina Mikolai Meike Stiesch Philipp Klahn Henning Menzel |
author_facet | Yannick Bourgat Carina Mikolai Meike Stiesch Philipp Klahn Henning Menzel |
author_sort | Yannick Bourgat |
collection | DOAJ |
description | Infection-controlled release of antibacterial agents is of great importance, particularly for the control of peri-implant infections in the postoperative phase. Polymers containing antibiotics bound via enzymatically cleavable linkers could provide access to drug release systems that could accomplish this. Dispersions of nanogels were prepared by ionotropic gelation of alginate with poly-<span style="font-variant: small-caps;">l</span>-lysine, which was conjugated with ciprofloxacin as model drug via a copper-free 1,3-dipolar cycloaddition (click reaction). The nanogels are stable in dispersion and form films which are stable in aqueous environments. However, both the nanogels and the layers are degraded in the presence of an enzyme and the ciprofloxacin is released. The efficacy of the released drug against <i>Staphylococcus aureus</i> is negatively affected by the residues of the linker. Both the acyl modification of the amine nitrogen in ciprofloxacin and the sterically very demanding linker group with three annellated rings could be responsible for this. However the basic feasibility of the principle for enzyme-triggered release of drugs was successfully demonstrated. |
first_indexed | 2024-03-10T10:54:37Z |
format | Article |
id | doaj.art-6b733bc8f2434302a8744995fc146bb5 |
institution | Directory Open Access Journal |
issn | 2079-6382 |
language | English |
last_indexed | 2024-03-10T10:54:37Z |
publishDate | 2021-05-01 |
publisher | MDPI AG |
record_format | Article |
series | Antibiotics |
spelling | doaj.art-6b733bc8f2434302a8744995fc146bb52023-11-21T21:58:32ZengMDPI AGAntibiotics2079-63822021-05-0110665310.3390/antibiotics10060653Enzyme-Responsive Nanoparticles and Coatings Made from Alginate/Peptide Ciprofloxacin Conjugates as Drug Release SystemYannick Bourgat0Carina Mikolai1Meike Stiesch2Philipp Klahn3Henning Menzel4Institute for Technical Chemistry, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig, GermanyDepartment of Prosthetic Dentistry and Biomedical Material Science, Hannover Medical School, Carl-Neuberg-Straße 1, 30625 Hanover, GermanyDepartment of Prosthetic Dentistry and Biomedical Material Science, Hannover Medical School, Carl-Neuberg-Straße 1, 30625 Hanover, GermanyInstitute of Organic Chemistry, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig, GermanyInstitute for Technical Chemistry, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig, GermanyInfection-controlled release of antibacterial agents is of great importance, particularly for the control of peri-implant infections in the postoperative phase. Polymers containing antibiotics bound via enzymatically cleavable linkers could provide access to drug release systems that could accomplish this. Dispersions of nanogels were prepared by ionotropic gelation of alginate with poly-<span style="font-variant: small-caps;">l</span>-lysine, which was conjugated with ciprofloxacin as model drug via a copper-free 1,3-dipolar cycloaddition (click reaction). The nanogels are stable in dispersion and form films which are stable in aqueous environments. However, both the nanogels and the layers are degraded in the presence of an enzyme and the ciprofloxacin is released. The efficacy of the released drug against <i>Staphylococcus aureus</i> is negatively affected by the residues of the linker. Both the acyl modification of the amine nitrogen in ciprofloxacin and the sterically very demanding linker group with three annellated rings could be responsible for this. However the basic feasibility of the principle for enzyme-triggered release of drugs was successfully demonstrated.https://www.mdpi.com/2079-6382/10/6/653enzyme triggered releasedrug release systemciprofloxacinnanoparticleimplant coatingperi-implantitis |
spellingShingle | Yannick Bourgat Carina Mikolai Meike Stiesch Philipp Klahn Henning Menzel Enzyme-Responsive Nanoparticles and Coatings Made from Alginate/Peptide Ciprofloxacin Conjugates as Drug Release System Antibiotics enzyme triggered release drug release system ciprofloxacin nanoparticle implant coating peri-implantitis |
title | Enzyme-Responsive Nanoparticles and Coatings Made from Alginate/Peptide Ciprofloxacin Conjugates as Drug Release System |
title_full | Enzyme-Responsive Nanoparticles and Coatings Made from Alginate/Peptide Ciprofloxacin Conjugates as Drug Release System |
title_fullStr | Enzyme-Responsive Nanoparticles and Coatings Made from Alginate/Peptide Ciprofloxacin Conjugates as Drug Release System |
title_full_unstemmed | Enzyme-Responsive Nanoparticles and Coatings Made from Alginate/Peptide Ciprofloxacin Conjugates as Drug Release System |
title_short | Enzyme-Responsive Nanoparticles and Coatings Made from Alginate/Peptide Ciprofloxacin Conjugates as Drug Release System |
title_sort | enzyme responsive nanoparticles and coatings made from alginate peptide ciprofloxacin conjugates as drug release system |
topic | enzyme triggered release drug release system ciprofloxacin nanoparticle implant coating peri-implantitis |
url | https://www.mdpi.com/2079-6382/10/6/653 |
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