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Article

Enzyme-Responsive Nanoparticles and Coatings Made from Alginate/Peptide Ciprofloxacin Conjugates as Drug Release System

1
Institute for Technical Chemistry, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig, Germany
2
Department of Prosthetic Dentistry and Biomedical Material Science, Hannover Medical School, Carl-Neuberg-Straße 1, 30625 Hanover, Germany
3
Lower Saxony Centre for Biomedical Engineering, Implant Research and Development (NIFE), Stadtfelddamm 34, 30625 Hanover, Germany
4
Institute of Organic Chemistry, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig, Germany
*
Author to whom correspondence should be addressed.
Academic Editor: Marc Maresca
Antibiotics 2021, 10(6), 653; https://doi.org/10.3390/antibiotics10060653
Received: 16 April 2021 / Revised: 10 May 2021 / Accepted: 26 May 2021 / Published: 29 May 2021
(This article belongs to the Special Issue Specialized Coatings Interacting with Human Pathogens)
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-l-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 Staphylococcus aureus 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. View Full-Text
Keywords: enzyme triggered release; drug release system; ciprofloxacin; nanoparticle; implant coating; peri-implantitis; copper-free click chemistry enzyme triggered release; drug release system; ciprofloxacin; nanoparticle; implant coating; peri-implantitis; copper-free click chemistry
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MDPI and ACS Style

Bourgat, Y.; Mikolai, C.; Stiesch, M.; Klahn, P.; Menzel, H. Enzyme-Responsive Nanoparticles and Coatings Made from Alginate/Peptide Ciprofloxacin Conjugates as Drug Release System. Antibiotics 2021, 10, 653. https://doi.org/10.3390/antibiotics10060653

AMA Style

Bourgat Y, Mikolai C, Stiesch M, Klahn P, Menzel H. Enzyme-Responsive Nanoparticles and Coatings Made from Alginate/Peptide Ciprofloxacin Conjugates as Drug Release System. Antibiotics. 2021; 10(6):653. https://doi.org/10.3390/antibiotics10060653

Chicago/Turabian Style

Bourgat, Yannick, Carina Mikolai, Meike Stiesch, Philipp Klahn, and Henning Menzel. 2021. "Enzyme-Responsive Nanoparticles and Coatings Made from Alginate/Peptide Ciprofloxacin Conjugates as Drug Release System" Antibiotics 10, no. 6: 653. https://doi.org/10.3390/antibiotics10060653

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