One-Pot Synthesis of a Zwitterionic Small Molecule Bearing Disulfide Moiety for Antibiofouling Macro- and Nanoscale Gold Surfaces

Seungjoo Yi, Won Kyu Lee, Ji Ho Park, Jae-Seung Lee, Ji-Hun Seo

Research output: Contribution to journalArticle

Abstract

The goal of this study is to develop a simple one-pot method for the synthesis of a zwitterionic small molecule bearing disulfide moiety, which can effectively inhibit nonspecific protein adsorption on macroscopic and nanoscopic gold surfaces. To this end, the optimal molecular structure of a pyridine disulfide derivative was explored and a zwitterionic small molecule was successfully synthesized from the tertiary amine residue on the pyridine ring through a one-pot method. The coating conditions of the synthesized zwitterionic molecules on the gold surface were optimized through contact angle measurements, and the strong interactions between the gold surface and the disulfide moiety of the zwitterion small molecule were confirmed by surface plasmon resonance (SPR) analysis and X-ray photoelectron spectroscopy. The antibiofouling properties of the coated gold surface were analyzed by fluorescence microscopic observations after contacting with FITC-labeled bovine serum albumin (BSA) and SPR sensor as contacting with BSA solution. In addition, the effect of zwitterion-coating on the salt stability of and protein adsorption on nanoscopic gold surfaces were examined through a NaCl stability test and BSA adsorption test, respectively. From the obtained results, it was confirmed that the simply synthesized zwitterionic small molecule was effective in inhibiting nonspecific protein adsorption on macroscopic and nanoscopic gold surfaces; further, it enhanced the salt stability of gold nanoparticle surfaces.

Original languageEnglish
Pages (from-to)1768-1777
Number of pages10
JournalLangmuir
Volume35
Issue number5
DOIs
Publication statusPublished - 2019 Feb 5

Fingerprint

Bearings (structural)
disulfides
Gold
Disulfides
Macros
gold
Molecules
synthesis
Adsorption
Bovine Serum Albumin
molecules
albumins
serums
zwitterions
adsorption
Surface Plasmon Resonance
Surface plasmon resonance
proteins
Proteins
surface plasmon resonance

ASJC Scopus subject areas

  • Materials Science(all)
  • Condensed Matter Physics
  • Surfaces and Interfaces
  • Spectroscopy
  • Electrochemistry

Cite this

One-Pot Synthesis of a Zwitterionic Small Molecule Bearing Disulfide Moiety for Antibiofouling Macro- and Nanoscale Gold Surfaces. / Yi, Seungjoo; Lee, Won Kyu; Park, Ji Ho; Lee, Jae-Seung; Seo, Ji-Hun.

In: Langmuir, Vol. 35, No. 5, 05.02.2019, p. 1768-1777.

Research output: Contribution to journalArticle

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