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Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
Published on: April 9, 2018
Controlled formation of thiol and disulfide interfaces
Vlada Artel1, Reut Cohen, Inbal Aped
1Department of Chemistry, Bar-Ilan University, Ramat-Gan 52900, Israel.
Langmuir : the ACS Journal of Surfaces and Colloids
|December 4, 2012
Summary
This study details creating thiol-functionalized surfaces and converting them to disulfides for efficient biomolecule immobilization. A novel method using 2,4-dinitrofluorobenzene (DNFB) reliably distinguishes thiols from disulfides on surfaces.
Area of Science:
- Materials Science
- Surface Chemistry
- Nanotechnology
Background:
- Self-assembled monolayers (SAMs) are crucial for surface functionalization.
- Controlling thiol and disulfide chemistry on surfaces is challenging.
- Existing analytical methods are insufficient for distinguishing thiol and disulfide moieties.
Purpose of the Study:
- To develop uniform thiol-functionalized siloxane-anchored SAMs.
- To selectively transform these SAMs into intramonolayer disulfides.
- To establish a reliable method for distinguishing and quantifying surface thiol and disulfide groups.
Main Methods:
- Controlled synthesis of thiol-functionalized siloxane-anchored SAMs.
- Selective oxidation to form intramonolayer disulfides.
- Application of 2,4-dinitrofluorobenzene (DNFB, Sanger's reagent) for surface analysis.
- Characterization using IR, UV, and XPS spectroscopy.
- Demonstration on thiol-functionalized hybrid silica nanoparticles.
Main Results:
- Uniform thiol-functionalized SAMs were successfully created.
- Intramonolayer disulfides were formed, enabling oxidant-free immobilization of thiol-containing biomolecules.
- A novel DNFB-based assay effectively differentiates and quantifies surface thiols and disulfides.
- The developed surface chemistry was successfully applied to silica nanoparticles.
Conclusions:
- A robust method for creating and analyzing thiol/disulfide surface chemistry was established.
- The DNFB assay provides a reliable tool for surface functional group quantification.
- The developed SAMs and disulfide chemistry offer a versatile platform for biomolecule immobilization on nanoparticles.
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