Boron-Doped Diamond Functionalization by an Electrografting/Alkyne-Azide Click Chemistry Sequence

Weng Siang Yeap*, Mohammed Sharif Murib, Wim Cuypers, Xianjie Liu, Bart van Grinsven, Marcel Ameloot, Mats Fahlman, Patrick Wagner, Wouter Maes, Ken Haenen

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

18 Citations (Web of Science)

Abstract

A straightforward protocol for the covalent functionalization of boron-doped diamond electrodes with either ferrocene or single-stranded deoxyribonucleic acid (DNA) is reported. The functionalization method is based on a combination of diazonium salt electrografting and click chemistry. An azide-terminated organic layer is first electrografted onto the diamond surface by electrochemical reduction of 4-azidophenyldiazonium chloride. The azidophenyl-modified surface then reacts rapidly and efficiently with molecules bearing a terminal alkyne moiety by means of Cu-1-catalyzed alkyne-azide cycloaddition. Covalent attachment of ferrocene moieties was analyzed by X-ray photoelectron spectroscopy and cyclic voltammetry, whereas impedance spectroscopy was applied for the characterization of the immobilized DNA.

Original languageEnglish
Pages (from-to)1145-1154
Number of pages10
JournalChemElectroChem
Volume1
Issue number7
DOIs
Publication statusPublished - 15 Jul 2014

Keywords

  • azides
  • boron-doped diamond
  • click chemistry
  • diazonium electrografting
  • DNA
  • SELF-ASSEMBLED MONOLAYERS
  • THIN-FILMS
  • ULTRANANOCRYSTALLINE DIAMOND
  • IMPEDANCE SPECTROSCOPY
  • BIOSENSOR APPLICATIONS
  • ELECTRICAL-PROPERTIES
  • MOLECULAR MONOLAYERS
  • COVALENT ATTACHMENT
  • CONDUCTIVE DIAMOND
  • CVD DIAMOND

Cite this