Versatile Fluorescent Carbon Dots from Citric Acid and Cysteine with Antimicrobial, Anti-biofilm, Antioxidant, and AChE Enzyme Inhibition Capabilities

J Fluoresc. 2021 Nov;31(6):1705-1717. doi: 10.1007/s10895-021-02798-x. Epub 2021 Aug 23.

Abstract

Nanostructured fluorescent particles derived from natural molecules were prepared by a green synthesis technique employing a microwave method. The precursors citric acid (CA) and cysteine (Cys) were used in the preparation of S- and N-doped Cys carbon dots (Cys CDs). Synthesis was completed in 3 min. The graphitic structure revealed by XRD analysis of Cys CDs dots had good water dispersity, with diameters in the range of 2-20 nm determined by TEM analysis. The isoelectric point of the S, N-doped CDs was pH value for 5.2. The prepared Cys CDs displayed excellent fluorescence intensity with a high quantum yield of 75.6 ± 2.1%. Strong antimicrobial capability of Cys CDs was observed with 12.5 mg/mL minimum bactericidal concentration (MBC) against gram-positive and gram-negative bacteria with the highest antimicrobial activity obtained against Staphylococcus aureus. Furthermore, Cys CDs provided total biofilm eradication and inhibition abilities against Pseudomonas aeruginosa at 25 mg/mL concentration. Cys CDs are promising antioxidant materials with 1.3 ± 0.1 μmol Trolox equivalent/g antioxidant capacity. Finally, Cys CDs were also shown to inhibit the acetylcholinesterase (AChE) enzyme, which is used in the treatment of Alzheimer's disease, even at the low concentration of 100 μg/mL.

Keywords: Acetylcholinesterase enzyme inhibitor; Anti-biofilm; Antimicrobial; Antioxidant; Cysteine-based carbon dots.

MeSH terms

  • Acetylcholinesterase / metabolism
  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Benzothiazoles / antagonists & inhibitors
  • Biofilms / drug effects
  • Carbon / chemistry
  • Carbon / pharmacology
  • Cholinesterase Inhibitors / chemical synthesis
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / pharmacology*
  • Citric Acid / chemistry
  • Citric Acid / pharmacology*
  • Cysteine / chemistry
  • Cysteine / pharmacology*
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry
  • Fluorescent Dyes / pharmacology*
  • Humans
  • Pseudomonas aeruginosa / drug effects
  • Quantum Dots / chemistry
  • Staphylococcus aureus / drug effects
  • Sulfonic Acids / antagonists & inhibitors

Substances

  • Anti-Bacterial Agents
  • Antioxidants
  • Benzothiazoles
  • Cholinesterase Inhibitors
  • Fluorescent Dyes
  • Sulfonic Acids
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • Citric Acid
  • Carbon
  • Acetylcholinesterase
  • Cysteine