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Selected Works of Emily Smith
Article
Formation, Spectroscopic Characterization, and Application of Sulfhydryl-Terminated Alkanethiol Monolayers for the Chemical Attachment of DNA onto Gold Surfaces
Langmuir (2001)
  • Emily A. Smith, University of Wisconsin
  • Matt J. Wanat, University of Wisconsin
  • Yufei Cheng, University of Wisconsin
  • Sergio V. P. Barreira, University of Wisconsin
  • Anthony G. Frutos, University of Wisconsin
  • Robert M. Corn, University of Wisconsin
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Abstract
A novel surface modification procedure for the creation of sulfhydryl-terminated alkanethiol monolayers that can be used for the attachment of biomolecules onto gold surfaces is described. A self-assembled monolayer of the amine-terminated alkanethiol 11-mercaptoundecylamine (MUAM) is reacted with the heterobifunctional cross-linker N-succinimidyl S-acetylthiopropionate (SATP) in order to create a protected sulfhydryl-terminated monolayer. This monolayer can then be deprotected in an alkaline solution to create an active sulfhydryl surface. Compounds that have been modified to contain a maleimide moiety can be easily attached onto the sulfhydryl-derivatized gold surface. In a second attachment strategy, the sulfhydryl-terminated monolayer is reacted with 2,2‘-dipyridyl disulfide to form disulfide bonds on the surface. These disulfide bonds are then used in a thiol−disulfide exchange reaction with free sulfhydryls in order to attach biomolecules, such as thiol-modified DNA or cysteine-containing polypeptides, onto the surface. In contrast to the maleimide-attached monolayers, the disulfide-immobilized species can be cleaved in the presence of dithiothreitol (DTT) in order to regenerate the free sulfhydryl surface. Polarization modulation FTIR reflection−absorption spectroscopy (PM-FTIRRAS) has been used to characterize these surface reactions, and fluorescence “wash off” measurements provided an estimate of 1.5 × 1012molecules/cm2 for the surface coverage of DNA immobilized using a thiol−disulfide exchange reaction. Surface plasmon resonance (SPR) imaging measurements were employed to monitor in situ hybridization onto DNA arrays fabricated using this surface immobilization reaction.
Disciplines
Publication Date
March 24, 2001
DOI
10.1021/la001064q
Publisher Statement
Reprinted (adapted) with permission from Langmuir, 17(8); 2502-2507. Doi: 10.1021/la001064q. Copyright 2001 American Chemical Society.

Citation Information
Emily A. Smith, Matt J. Wanat, Yufei Cheng, Sergio V. P. Barreira, et al.. "Formation, Spectroscopic Characterization, and Application of Sulfhydryl-Terminated Alkanethiol Monolayers for the Chemical Attachment of DNA onto Gold Surfaces" Langmuir Vol. 17 Iss. 8 (2001) p. 2502 - 2507
Available at: http://works.bepress.com/emily-smith/6/