Controlled formation of thiol and disulfide interfaces

The work reported herein describes the controlled creation of uniform thiol-functionalized siloxane-anchored self-assembled monolayers (SAMs) and their selective transformation into intramonolayer (bridging) disulfides. These disulfides provide for the efficient immobilization of (bio)molecules bear...

Ausführliche Beschreibung

Bibliographische Detailangaben
Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 29(2013), 1 vom: 08. Jan., Seite 191-8
1. Verfasser: Artel, Vlada (VerfasserIn)
Weitere Verfasser: Cohen, Reut, Aped, Inbal, Ronen, Maria, Gerber, Doron, Sukenik, Chaim N
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2013
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article Research Support, Non-U.S. Gov't Disulfides Gels Siloxanes Sulfhydryl Compounds
Beschreibung
Zusammenfassung:The work reported herein describes the controlled creation of uniform thiol-functionalized siloxane-anchored self-assembled monolayers (SAMs) and their selective transformation into intramonolayer (bridging) disulfides. These disulfides provide for the efficient immobilization of (bio)molecules bearing pendant thiols or disulfides, with no need for added oxidant. The unambiguous development of this surface chemistry required analytical methods that distinguish thiol and disulfide moieties on a surface. Physical properties such as wetting and monolayer thickness do not suffice nor do routine spectroscopic techniques (e.g., XPS, IR). Therefore, a method for distinguishing and quantifying thiol and disulfide surface functionality on a monolayer array based on the reaction with 2,4-dinitrofluorobenzene (DNFB, Sanger's reagent) is reported. DNFB readily reacts with thiol-SAMs (but not with disulfides) to form stable derivatives with distinctive IR, UV, and XPS signatures. Finally, the thiol-disulfide chemistry is applied to thiol-functionalized hybrid silica nanoparticles. These high-surface-area nanoparticles provide solid supports heavily loaded with thiol groups whose chemistry is also reported herein
Beschreibung:Date Completed 14.06.2013
Date Revised 08.01.2013
published: Print-Electronic
Citation Status MEDLINE
ISSN:1520-5827
DOI:10.1021/la303828s