Thiol-yne reaction on boron-doped diamond electrodes: application for the electrochemical detection of DNA-DNA hybridization events

Anal Chem. 2012 Jan 3;84(1):194-200. doi: 10.1021/ac202350c. Epub 2011 Dec 7.

Abstract

Boron-doped diamond (BDD) interfaces were chemically functionalized through the catalyst free thiol-yne reaction. Different thiolated precursors (e.g., perfluorodecanethiol, 6-(ferrocenyl)-hexanethiol, DNA) were successfully "clicked" to alkynyl-terminated BDD by irradiating the interface at 365 nm for 30 min. Thiolated oligonucleotide strands were immobilized using the optimized reaction conditions, and the surface concentration was tuned to obtain a surface coverage of 3.1 × 10(12) molecules cm(-2). Electrochemical impedance spectroscopy (EIS) was employed to follow the kinetics of hybridization and dehybridization events. The sensitivity of the oligonucleotide modified BDD interface was assayed, and a detection limit of 1 nM was obtained.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boron / chemistry*
  • DNA / chemistry*
  • Diamond*
  • Dielectric Spectroscopy
  • Electrodes*
  • Nucleic Acid Hybridization*
  • Sulfhydryl Compounds / chemistry*

Substances

  • Sulfhydryl Compounds
  • Diamond
  • DNA
  • Boron