Fluorinated and charged hydrogenated alkanethiolates grafted on gold: Expanding the diversity of mixed-monolayer nanoparticles for biological applications

Silvia Bidoggia, Francesca Milocco, Stefano Polizzi, Patrizia Canton, Alessanda Saccani, Barbara Sanavio, Silke Krol, Francesco Stellacci, Paolo Pengo, Lucia Pasquato

Research output: Contribution to journalArticle

Abstract

Low intrinsic toxicity, high solubility, and stability are important and necessary features of gold nanoparticles to be used in the biomedical field. In this context, charged nanoparticles proved to be very versatile, and among them charged mixed-monolayer gold nanoparticles, displaying monolayers with well-defined morphologies, represent a paradigm. By using mixtures of hydrogenated and fluorinated thiols, the formation of monolayer domains may be brought to an extreme because of the immiscibility of fluorinated and hydrogenated chains. Following this rationale, mixed monolayer gold nanoparticles featuring ammonium, sulfonate, or carboxylic groups on their surface were prepared by using amphiphilic hydrogenated thiols and 1H,1H,2H,2H-perfluoro-alkanethiols. The toxicity of these systems was assessed in HeLa cells and was found to be, in general, low even for the cationic nanoparticles which usually show a high cytotoxicity and is comparable to that of homoligand gold nanoparticles displaying amphiphilic-charge neutral-hydrogenated or fluorinated thiolates in their monolayer. These properties make the mixed ligand monolayer gold nanoparticles an interesting new candidate for medical application.

Original languageEnglish
Pages (from-to)43-52
Number of pages10
JournalBioconjugate Chemistry
Volume28
Issue number1
DOIs
Publication statusPublished - Jan 1 2017

ASJC Scopus subject areas

  • Biotechnology
  • Bioengineering
  • Biomedical Engineering
  • Pharmacology
  • Pharmaceutical Science
  • Organic Chemistry

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