Design and characterization of crotamine-functionalized gold nanoparticles

Colloids Surf B Biointerfaces. 2018 Mar 1:163:1-8. doi: 10.1016/j.colsurfb.2017.12.013. Epub 2017 Dec 11.

Abstract

This paper describes the development of a facile and environmentally friendly strategy for supporting crotamine on gold nanoparticles (GNPs). Our approach was based on the covalent binding interaction between the cell penetrating peptide crotamine, which is a snake venom polypeptide with preference to penetrate dividing cells, and a polyethylene glycol (PEG) ligand, which is a nontoxic, water-soluble and easily obtainable commercial polymer. Crotamine was derivatized with ortho-pyridyldisulfide-polyethyleneglycol-N-hydroxysuccinimide (OPSS-PEG-SVA) cross-linker to produce OPSS-PEG-crotamine as the surface modifier of GNP. OPSS-PEG-SVA can serve not only as a surface modifier, but also as a stabilizing agent for GNPs. The successful PEGylation of the nanoparticles was demonstrated using different physicochemical techniques, while the grafting densities of the PEG ligands and crotamine on the surface of the nanoparticles were estimated using a combination of electron microscopy and mass spectrometry analysis. In vitro assays confirmed the internalization of these GNPs, into living HeLa cells. The results described herein suggest that our approach may serve as a simple platform for the synthesis of GNPs decorated with crotamine with well-defined morphologies and uniform dispersion, opening new roads for crotamine biomedical applications.

Keywords: Cell penetrating peptide; Crotamine; Gold nanoparticle; Polyethylene glycol; Polypeptide; Snake toxin.

MeSH terms

  • 2,2'-Dipyridyl / analogs & derivatives
  • 2,2'-Dipyridyl / chemistry
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / metabolism
  • Antineoplastic Agents / pharmacology*
  • Biological Transport
  • Cell Proliferation / drug effects
  • Cell-Penetrating Peptides / chemistry
  • Cell-Penetrating Peptides / metabolism
  • Cell-Penetrating Peptides / pharmacology*
  • Cross-Linking Reagents / chemistry
  • Crotalid Venoms / chemistry
  • Crotalid Venoms / metabolism
  • Crotalid Venoms / pharmacology*
  • Disulfides / chemistry
  • Drug Carriers*
  • Gold / chemistry*
  • HeLa Cells
  • Humans
  • Metal Nanoparticles / ultrastructure
  • Polyethylene Glycols / chemistry*
  • Succinimides / chemistry

Substances

  • Antineoplastic Agents
  • Cell-Penetrating Peptides
  • Cross-Linking Reagents
  • Crotalid Venoms
  • Disulfides
  • Drug Carriers
  • Succinimides
  • 2,2'-dipyridyl disulfide
  • Polyethylene Glycols
  • 2,2'-Dipyridyl
  • Gold
  • crotamine
  • N-hydroxysuccinimide