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Probing the Gelation Synergies and Anti-Escherichia coli Activity of Fmoc-Phenylalanine/Graphene Oxide Hybrid Hydrogel

[Image: see text] The N-fluorenyl-9-methyloxycarbonyl (Fmoc)-protected amino acids have shown high antimicrobial application potential, among which the phenylalanine derivative (Fmoc-F) is the most well-known representative. However, the activity spectrum of Fmoc-F is restricted to Gram-positive bac...

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Autores principales: Sitsanidis, Efstratios D., Dutra, Lara A. L., Schirmer, Johanna, Chevigny, Romain, Lahtinen, Manu, Johansson, Andreas, Piras, Carmen C., Smith, David K., Tiirola, Marja, Pettersson, Mika, Nissinen, Maija
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10034972/
https://www.ncbi.nlm.nih.gov/pubmed/36969436
http://dx.doi.org/10.1021/acsomega.2c07700
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author Sitsanidis, Efstratios D.
Dutra, Lara A. L.
Schirmer, Johanna
Chevigny, Romain
Lahtinen, Manu
Johansson, Andreas
Piras, Carmen C.
Smith, David K.
Tiirola, Marja
Pettersson, Mika
Nissinen, Maija
author_facet Sitsanidis, Efstratios D.
Dutra, Lara A. L.
Schirmer, Johanna
Chevigny, Romain
Lahtinen, Manu
Johansson, Andreas
Piras, Carmen C.
Smith, David K.
Tiirola, Marja
Pettersson, Mika
Nissinen, Maija
author_sort Sitsanidis, Efstratios D.
collection PubMed
description [Image: see text] The N-fluorenyl-9-methyloxycarbonyl (Fmoc)-protected amino acids have shown high antimicrobial application potential, among which the phenylalanine derivative (Fmoc-F) is the most well-known representative. However, the activity spectrum of Fmoc-F is restricted to Gram-positive bacteria only. The demand for efficient antimicrobial materials expanded research into graphene and its derivatives, although the reported results are somewhat controversial. Herein, we combined graphene oxide (GO) flakes with Fmoc-F amino acid to form Fmoc-F/GO hybrid hydrogel for the first time. We studied the synergistic effect of each component on gelation and assessed the material’s bactericidal activity on Gram-negative Escherichia coli (E. coli). GO flakes do not affect Fmoc-F self-assembly per se but modulate the elasticity of the gel and speed up its formation. The hybrid hydrogel affects E. coli survival, initially causing abrupt bacterial death followed by the recovery of the surviving ones due to the inoculum effect (IE). The combination of graphene with amino acids is a step forward in developing antimicrobial gels due to their easy preparation, chemical modification, graphene functionalization, cost-effectiveness, and physicochemical/biological synergy of each component.
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spelling pubmed-100349722023-03-24 Probing the Gelation Synergies and Anti-Escherichia coli Activity of Fmoc-Phenylalanine/Graphene Oxide Hybrid Hydrogel Sitsanidis, Efstratios D. Dutra, Lara A. L. Schirmer, Johanna Chevigny, Romain Lahtinen, Manu Johansson, Andreas Piras, Carmen C. Smith, David K. Tiirola, Marja Pettersson, Mika Nissinen, Maija ACS Omega [Image: see text] The N-fluorenyl-9-methyloxycarbonyl (Fmoc)-protected amino acids have shown high antimicrobial application potential, among which the phenylalanine derivative (Fmoc-F) is the most well-known representative. However, the activity spectrum of Fmoc-F is restricted to Gram-positive bacteria only. The demand for efficient antimicrobial materials expanded research into graphene and its derivatives, although the reported results are somewhat controversial. Herein, we combined graphene oxide (GO) flakes with Fmoc-F amino acid to form Fmoc-F/GO hybrid hydrogel for the first time. We studied the synergistic effect of each component on gelation and assessed the material’s bactericidal activity on Gram-negative Escherichia coli (E. coli). GO flakes do not affect Fmoc-F self-assembly per se but modulate the elasticity of the gel and speed up its formation. The hybrid hydrogel affects E. coli survival, initially causing abrupt bacterial death followed by the recovery of the surviving ones due to the inoculum effect (IE). The combination of graphene with amino acids is a step forward in developing antimicrobial gels due to their easy preparation, chemical modification, graphene functionalization, cost-effectiveness, and physicochemical/biological synergy of each component. American Chemical Society 2023-03-08 /pmc/articles/PMC10034972/ /pubmed/36969436 http://dx.doi.org/10.1021/acsomega.2c07700 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Sitsanidis, Efstratios D.
Dutra, Lara A. L.
Schirmer, Johanna
Chevigny, Romain
Lahtinen, Manu
Johansson, Andreas
Piras, Carmen C.
Smith, David K.
Tiirola, Marja
Pettersson, Mika
Nissinen, Maija
Probing the Gelation Synergies and Anti-Escherichia coli Activity of Fmoc-Phenylalanine/Graphene Oxide Hybrid Hydrogel
title Probing the Gelation Synergies and Anti-Escherichia coli Activity of Fmoc-Phenylalanine/Graphene Oxide Hybrid Hydrogel
title_full Probing the Gelation Synergies and Anti-Escherichia coli Activity of Fmoc-Phenylalanine/Graphene Oxide Hybrid Hydrogel
title_fullStr Probing the Gelation Synergies and Anti-Escherichia coli Activity of Fmoc-Phenylalanine/Graphene Oxide Hybrid Hydrogel
title_full_unstemmed Probing the Gelation Synergies and Anti-Escherichia coli Activity of Fmoc-Phenylalanine/Graphene Oxide Hybrid Hydrogel
title_short Probing the Gelation Synergies and Anti-Escherichia coli Activity of Fmoc-Phenylalanine/Graphene Oxide Hybrid Hydrogel
title_sort probing the gelation synergies and anti-escherichia coli activity of fmoc-phenylalanine/graphene oxide hybrid hydrogel
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10034972/
https://www.ncbi.nlm.nih.gov/pubmed/36969436
http://dx.doi.org/10.1021/acsomega.2c07700
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