Visual determination of aliphatic diamines based on host-guest recognition of calix[4]arene derivatives capped gold nanoparticles

Biosens Bioelectron. 2015 Oct 15:72:306-12. doi: 10.1016/j.bios.2015.04.036. Epub 2015 Apr 14.

Abstract

Since amine compounds have been widespread pollutants in nature and they are extensively used in pharmaceutical industries and dye manufacturing, it is highly desirable to develop simple, effective and naked-eye available analytical methods for such aliphatic diamines determination. Calixarenes as macrocycles have drawn intensive interests for fields such as biomedicine, supramolecular chemistry and smart materials. Here, instead of the normal complicated modification strategy, a facile and efficient method for one-pot synthesis of calix[4]arene crown ether (CCE4) capped gold nanoparticles (AuNPs) is proposed. The as-prepared CCE4-AuNPs are not only high water dispersity and stability even after storage for 3 months, but also capable of host-guest recognition of diamines in aqueous systems. Size-selective encapsulation of amine group between CCE4 and diamines carry out the aggregation of CCE4-AuNPs. The determination of diamines such as hexamethylenediamine or spermine can be realized by the UV-vis absorbance change and visual color difference.

Keywords: Biosensors; Calix[4]arenes; Diamines; Gold nanoparticles; Host–guest recognitions; Spermines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Calixarenes / chemistry*
  • Colorimetry / methods*
  • Crown Ethers / chemistry
  • Diamines / analysis*
  • Gold / chemistry*
  • Nanoparticles / chemistry*
  • Nanoparticles / ultrastructure
  • Phenols / chemistry*
  • Spermine / analysis*

Substances

  • Crown Ethers
  • Diamines
  • Phenols
  • calix(4)arene
  • Calixarenes
  • Spermine
  • Gold
  • 1,6-diaminohexane