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Tuning residual chirality in carbon dots with anti-microbial properties.

ABSTRACT: 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.

SUBMITTER: Victoria F

PROVIDER: S-EPMC9056545 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature

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Tuning residual chirality in carbon dots with anti-microbial properties.

Victoria Florence F Manioudakis John J Zaroubi Liana L Findlay Brandon B Naccache Rafik R

RSC advances 20200801 53

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 a ...[more]

PMID: 35518167

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Project description:Regarding the convergence of the worldwide epidemic, the appearance of bacterial infection has occasioned in a melodramatic upsurge in bacterial pathogens with confrontation against one or numerous antibiotics. The implementation of engineered nanostructured particles as a delivery vehicle for antimicrobial agent is one promising approach that could theoretically battle the setbacks mentioned. Among all nanoparticles, silica nanoparticles have been found to provide functional features that are advantageous for combatting bacterial contagion. Apart from that, carbon dots, a zero-dimension nanomaterial, have recently exhibited their photo-responsive property to generate reactive oxygen species facilitating to enhance microorganism suppression and inactivation ability. In this study, potentials of core/shell mesoporous silica nanostructures (MSN) in conjugation with carbon dots (CDs) toward antimicrobial activity against Staphylococcus aureus, Pseudomonas aeruginosa and Escherichia coli have been investigated. Nitrogen and sulfur doped CDs (NS/CDs) conjugated with MSN which were cost effective nanoparticles exhibited much superior antimicrobial activity for 4 times as much as silver nanoparticles against all bacteria tested. Among all nanoparticles tested, 0.40 M NS/CDs@MSN showed the greatest minimal biofilm inhibitory at very low concentration (< 0.125 mg mL-1), followed by 0.20 M NS/CDs@MSN (0.5 mg mL-1), CD@MSN (25 mg mL-1), and MSN (50 mg mL-1), respectively. Immobilization of NS/CDs@MSN in polyvinyl alcohol (PVA) hydrogel was performed and its effect on antimicrobial activity, biofilm controlling efficiency, and cytotoxicity toward fibroblast (NIH/3 T3 and L-929) cells was additionally studied for further biomedical applications. The results demonstrated that 0.40 M NS/CDs-MSN@PVA hydrogel exhibited the highest inhibitory effect on S. aureus > P. aeruginosa > E. coli. In addition, MTT assay revealed some degree of toxicity of 0.40 M NS/CDs-MSN@PVA hydrogel against L-929 cells by a slight reduction of cell viability from 100% to 81.6% when incubated in the extract from 0.40 M NS/CDs-MSN@PVA hydrogel, while no toxicity of the same hydrogel extract was detected toward NIH/3 T3 cells.

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Tuning residual chirality in carbon dots with anti-microbial properties.

Publications

Tuning residual chirality in carbon dots with anti-microbial properties.

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