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Tuning residual chirality in carbon dots with anti-microbial properties

Chirality remains a critical consideration in drug development and design, as well as in applications of enantioselective recognition and sensing. However, the preparation of chiral nanomaterials requires extensive post synthetic modifications with a chiral agent, coupled with extensive purification...

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Autores principales: Victoria, Florence, Manioudakis, John, Zaroubi, Liana, Findlay, Brandon, Naccache, Rafik
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9056545/
https://www.ncbi.nlm.nih.gov/pubmed/35518167
http://dx.doi.org/10.1039/d0ra05208f
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author Victoria, Florence
Manioudakis, John
Zaroubi, Liana
Findlay, Brandon
Naccache, Rafik
author_facet Victoria, Florence
Manioudakis, John
Zaroubi, Liana
Findlay, Brandon
Naccache, Rafik
author_sort Victoria, Florence
collection PubMed
description Chirality remains a critical consideration in drug development and design, as well as in applications of enantioselective recognition and sensing. However, the preparation of chiral nanomaterials requires extensive post synthetic modifications with a chiral agent, coupled with extensive purification. This limits the use and application of chiral nanomaterials. Herein, we report a facile, one-step microwave-assisted synthesis of chiral carbon dots through the reaction of l- and d-cysteine amino acid precursors and citric acid. We modulated the synthetic parameters to preserve and tune the residual chiral properties of the dots and demonstrate that the reaction conditions play a critical role in dictating the chiral behaviour of the dots. Finally, in a proof of concept application we demonstrated that the synthesized carbon dots, particularly d-carbon dots inhibit bacterial growth at a lower concentration than l-carbon dots. By varying bacterial strains and chirality of the carbon dots, concentrations ranging from 0.25–4 mg mL(−1) of the nanoparticles were required to inhibit microbial growth. The ability to preserve and tune chirality during synthesis can open up novel avenues and research directions for the development of enantioselective materials, as well as antibacterial films and surfaces.
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spelling pubmed-90565452022-05-04 Tuning residual chirality in carbon dots with anti-microbial properties Victoria, Florence Manioudakis, John Zaroubi, Liana Findlay, Brandon Naccache, Rafik RSC Adv Chemistry Chirality remains a critical consideration in drug development and design, as well as in applications of enantioselective recognition and sensing. However, the preparation of chiral nanomaterials requires extensive post synthetic modifications with a chiral agent, coupled with extensive purification. This limits the use and application of chiral nanomaterials. Herein, we report a facile, one-step microwave-assisted synthesis of chiral carbon dots through the reaction of l- and d-cysteine amino acid precursors and citric acid. We modulated the synthetic parameters to preserve and tune the residual chiral properties of the dots and demonstrate that the reaction conditions play a critical role in dictating the chiral behaviour of the dots. Finally, in a proof of concept application we demonstrated that the synthesized carbon dots, particularly d-carbon dots inhibit bacterial growth at a lower concentration than l-carbon dots. By varying bacterial strains and chirality of the carbon dots, concentrations ranging from 0.25–4 mg mL(−1) of the nanoparticles were required to inhibit microbial growth. The ability to preserve and tune chirality during synthesis can open up novel avenues and research directions for the development of enantioselective materials, as well as antibacterial films and surfaces. The Royal Society of Chemistry 2020-09-01 /pmc/articles/PMC9056545/ /pubmed/35518167 http://dx.doi.org/10.1039/d0ra05208f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Victoria, Florence
Manioudakis, John
Zaroubi, Liana
Findlay, Brandon
Naccache, Rafik
Tuning residual chirality in carbon dots with anti-microbial properties
title Tuning residual chirality in carbon dots with anti-microbial properties
title_full Tuning residual chirality in carbon dots with anti-microbial properties
title_fullStr Tuning residual chirality in carbon dots with anti-microbial properties
title_full_unstemmed Tuning residual chirality in carbon dots with anti-microbial properties
title_short Tuning residual chirality in carbon dots with anti-microbial properties
title_sort tuning residual chirality in carbon dots with anti-microbial properties
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9056545/
https://www.ncbi.nlm.nih.gov/pubmed/35518167
http://dx.doi.org/10.1039/d0ra05208f
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