Phosphonioalkylthiosulfate zwitterions - new masked thiol ligands for the formation of cationic functionalised gold nanoparticles

JU-NAM, Y., BRICKLEBANK, N., ALLEN, D. W., GARDINER, P. H. E., LIGHT, M. E. and HURSTHOUSE, M. B. (2006). Phosphonioalkylthiosulfate zwitterions - new masked thiol ligands for the formation of cationic functionalised gold nanoparticles. Organic and biomolecular chemistry, 4 (23), p. 4345.

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Link to published version:: 10.1039/b610480k

Abstract

We report the synthesis and structural characterisation of a new family of stable phosphonioalkylthiosulfate zwitterions, R3P+(CH2)nS2O3− (R = Ph or Bu, n = 3,4,6, 8 or 10) which behave as cationic masked thiolate ligands with applications in the functionalisation of gold nanoparticles, having potential as new diagnostic biorecognition systems. The ligands were prepared by treatment of gamma-bromoalkylphosphonium salts with sodium thiosulfate. The crystal and molecular structures of the zwitterions (R = Ph, n = 3) and (R = Bu, n = 3) were determined. A series of phosphonioalkanethiolate-capped gold nanoparticles dispersed in water was prepared by borohydride reduction of potassium tetrachloroaurate in the presence of the zwitterions in a dichloromethane–water system. UV-visible spectroscopy and scanning transmission electron-microscopy indicated that capped nanoparticles of ca. 5 nm diameter were present.

Item Type: Article
Research Institute, Centre or Group: Biomedical Research Centre
Identification Number: 10.1039/b610480k
Depositing User: Ann Betterton
Date Deposited: 21 Feb 2008
Last Modified: 09 Aug 2010 17:03
URI: http://shura.shu.ac.uk/id/eprint/397

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