Skip to Main Content
 

Global Search Box

 
 
 
 

ETD Abstract Container

Abstract Header

Surface modification with self-assembled monolayers for immunosensor application

Lee, Yongwoo

Abstract Details

1995, Doctor of Philosophy, Case Western Reserve University, Chemistry.
The syntheses and characterization of long-chain alkyltrichlorosilanes of alkyl halides, benzyl halides, and α-haloacetyls designed to form siloxane-anchored self-assembled monolayers (SAMs) for the selective attachment of peptides through cysteinyl thiol groups is described. Thin film formation by the trichlorosilanes was demonstrated by Electron Spectroscopy for Chemical Analysis (ESCA) and by surface wetting properties. Halide exchange could be utilized to produce the more reactive iodide-bearing surface in situ, from the more stable chloride or bromide-bearing surfaces. In solution, these functional groups were found to have a range of reactivity with model thiols which extended from half-lives of minutes to days. The order of reactivity is I > Br > Cl within each class of compounds, and α-haloacetyl > benzyl ggalkyl. The reactivity of the SAMs with thiols showed the same order of reactivity. The very reactive α-iodoacetyl SAM was also reactive with amines, but competition experiments demonstrated preference for the thiol under our reaction conditions. SAM reactivity with cysteine-containing peptides was demonstrated with a tripeptide (glutathione) and a nonapeptide (laminin fragment). The attachment was completely blocked by prior treatment of these peptides with dinitrophenylmaleimide or by air oxidation of the thiol. These selective blocking experiments indicate that these SAMs will be useful for the directed attachment (through cysteine side chains) of proteins and peptides. Based on these preliminary results of peptide attachments, Human Immunodeficiency Virus (HIV) antigen was attached to the α-iodoacetyl SAM under the same conditions. Its antigenic activity on the SAM surface was assessed by Enzyme Linked Immunosorbent Assay (ELISA) and by immunogold labeling
Chaim Sukenik (Advisor)
135 p.

Recommended Citations

Citations

  • Lee, Y. (1995). Surface modification with self-assembled monolayers for immunosensor application [Doctoral dissertation, Case Western Reserve University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=case1058289559

    APA Style (7th edition)

  • Lee, Yongwoo. Surface modification with self-assembled monolayers for immunosensor application. 1995. Case Western Reserve University, Doctoral dissertation. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=case1058289559.

    MLA Style (8th edition)

  • Lee, Yongwoo. "Surface modification with self-assembled monolayers for immunosensor application." Doctoral dissertation, Case Western Reserve University, 1995. http://rave.ohiolink.edu/etdc/view?acc_num=case1058289559

    Chicago Manual of Style (17th edition)