New Functionalizable Alkyltrichlorosilane Surface Modifiers for Biosensor and Biomedical Applications

Abstract

We report herein three unprecedented alkyltrichlorosilane surface modifiers bearing pentafluorophenyl ester (PFP), benzothiosulfonate (BTS), or novel β-propiolactone (BPL) functionalizable terminal groups. Evidence is provided that these molecules can be prepared in very high purity (as assessed by NMR) through a last synthetic step of Pt-catalyzed alkene hydrosilylation then directly employed, without further purification, for the surface modification of quartz and medical grade stainless steel. Subsequent on-surface functionalizations with amine and thiol model molecules demonstrate the potential of these molecular adlayers to be important platforms for future applications in the bioanalytical and biomedical fields.

Aminopropyl-Silica Hybrid Particles as Supports for Humic Acids Immobilization

“…Recent studies related to increasing of interaction efficiency to organically derivatized silica, have shown that this can be achieved by incorporating non-reactive silanes [17]. The capacity of functionalization with trialkoxysilane [5,6,7,8,9,10] or monoalkoxysilane derivatives was previously studied [10].…”

Fluorescent hybrid organic–inorganic particles: influence of physical encapsulation versus covalent attachment on leaching and UV stability

“…28), 34) In this study, physical and covalent incorporation of 1 mol % dimethylaminonathylsulfonamide (dansyl) dyes 13 was used to prepare fluorescent silica particles. Dansyl dyes, widely used for bio-medical applications, 37) non-linear optical materials, 40) membranes, 7) and for preparing fluorescent nanoparticles 38)41) are readily modified through the sulfonamide functionality with one or two 3-(triethoxysilyl)propyl groups, making them perfect candidates to investigate the influence of the number of trialkoxysilyl groups on dye incorporation, leaching and photochemical stability. For physical encapsulation, hollow silica particles (E-DA) containing N-propyldansylamide 1 in their core were prepared by inverse-emulsion polymerizations of TEOS (Scheme 1).…”

Sacrificial BSA to block non‐specific adsorption on organosilane adlayers in ultra‐high frequency acoustic wave sensing

“…Quite a large variety of head functions has been described in the literature with respect to trichlorosilane surface chemistry . Recently, we expanded the available arsenal with the introduction of the benzenethiosulfonate moiety (−S–SO 2 –Ph) . Also reported in this study was the synthesis of a novel alkyltrichlorosilane cross‐linker bearing a readily functionalizable pentafluorophenyl (PFP) ester head group .…”

“…Recently, we expanded the available arsenal with the introduction of the benzenethiosulfonate moiety (−S–SO 2 –Ph) . Also reported in this study was the synthesis of a novel alkyltrichlorosilane cross‐linker bearing a readily functionalizable pentafluorophenyl (PFP) ester head group . This molecule, co‐deposited with a shorter trichlorosilylalkane ‘diluent’, was next employed with success in the surface modification of quartz .…”

“…This molecule, co‐deposited with a shorter trichlorosilylalkane ‘diluent’, was next employed with success in the surface modification of quartz . Subsequent functionalization with amine or thiol model molecules demonstrated the potential of the resulting mixed adlayers to be implemented in the construction of varied (bio)sensing platforms …”