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Contents Vol 65(3)

Features of Thiolated Ligands Promoting Resistance to Ligand Exchange in Self-Assembled Monolayers on Gold Nanoparticles

Xinyue Chen A , Wafaa W. Qoutah A , Paul Free B , Jonathan Hobley B , David G. Fernig A and David Paramelle B C
+ Author Affiliations
- Author Affiliations

A Department of Structural and Chemical Biology, Institute of Integrative Biology, University of Liverpool, Liverpool L69 7ZB, UK.

B Institute of Materials Research and Engineering, A*STAR (Agency for Science, Technology and Research), 3 Research Link, Singapore 117602.

C Corresponding author. Email: paramelled@imre.a-star.edu.sg

Australian Journal of Chemistry 65(3) 266-274 https://doi.org/10.1071/CH11432
Submitted: 10 November 2011  Accepted: 2 December 2011   Published: 20 February 2012

Abstract

An important feature necessary for biological stability of gold nanoparticles is resistance to ligand exchange. Here, we design and synthesize self-assembled monolayers of mixtures of small ligands on gold nanoparticles promoting high resistance to ligand exchange. We use as ligands short thiolated peptidols, e.g. H-CVVVT-ol, and ethylene glycol terminated alkane thiols (HS-C11-EG4). We present a straightforward method to evaluate the relative stability of each ligand shell against ligand exchange with small thiolated molecules. The results show that a ligand with a ‘thin’ stem, such as HS-C11-EG4, is an important feature to build a highly packed self-assembled monolayer and provide high resistance to ligand exchange. The greatest resistance to ligand exchange was found for the mixed ligand shells of the pentapeptidols H-CAVLT-ol or H-CAVYT-ol and the ligand HS-C11-EG4 at 30:70 (mole/mole). Mixtures of ligands of very different diameters, such as the peptidol H-CFFFY-ol and the ligand HS-C11-EG4, provide only a slightly lower stability against ligand exchange. These ligand shells are thus likely to be suitable for long-term use in biological environments. The method developed here provides a rapid screening tool to identify nanoparticles likely to be suitable for use in biological and biomedical applications.


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