Synthesis and characterization of an electroactive surface that releases γ-aminobutyric acid (GABA)

Chun Yan, Wakana Matsuda, David R. Pepperberg, Steven C. Zimmerman, Deborah E. Leckband

Research output: Contribution to journalArticle

Abstract

We report the synthesis and characterization of a new electroactive surface capable of releasing the neurotransmitter γ-aminobutyric acid (GABA) upon reduction. The GABA was anchored to an alkanethiol via electrochemically active quinone (abbreviation, TM-GABA). The quinone unit, upon reduction to the hydroquinone, cyclizes to release GABA into solution. The half-life is 99 s. The self-assembled monolayer (SAM) of TM-GABA on gold was prepared and characterized with several surface sensitive techniques. X-ray photoelectron spectroscopy (XPS) explored the SAM formation of TM-GABA on Au surfaces. Cyclic voltammograms showed the ability to electrochemically control the quinone unit at the distal end of the chain. GABA was selectively released upon electrochemical reduction at a potential of -700 mV. The functional GABA terminal group was detected by surface plasmon resonance measurements of anti-GABA antibody binding.

Original languageEnglish (US)
Pages (from-to)165-177
Number of pages13
JournalJournal of Colloid And Interface Science
Volume296
Issue number1
DOIs
StatePublished - Apr 1 2006

Keywords

  • Cyclic voltammogram
  • Electrochemical reduction
  • GABA
  • Self-assembled monolayers (SAMs)
  • SPR
  • XPS

ASJC Scopus subject areas

  • Colloid and Surface Chemistry
  • Physical and Theoretical Chemistry
  • Surfaces and Interfaces

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