Formation of tetra(ethylene oxide) terminated Si-C linked monolayers and their derivatization with glycine : an example of a generic strategy for the immobilization of biomolecules on silicon

Surface modification with oligo(ethylene oxide) functionalized monolayers terminated with reactive headgroups constitutes a powerful strategy to provide specific coupling of biomolecules with simultaneous protection from nonspecific adsorption on surfaces for the preparation of biorecognition interf...

Ausführliche Beschreibung

Bibliographische Detailangaben
Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 21(2005), 23 vom: 08. Nov., Seite 10522-9
1. Verfasser: Böcking, Till (VerfasserIn)
Weitere Verfasser: Kilian, Kristopher A, Hanley, Tracey, Ilyas, Suhrawardi, Gaus, Katharina, Gal, Michael, Gooding, J Justin
Format: Aufsatz
Sprache:English
Veröffentlicht: 2005
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article Research Support, Non-U.S. Gov't Amines Carbon 7440-44-0 Ethylene Oxide JJH7GNN18P Glycine TE7660XO1C Silicon Z4152N8IUI
LEADER 01000naa a22002652 4500
001 NLM158701771
003 DE-627
005 20231223082704.0
007 tu
008 231223s2005 xx ||||| 00| ||eng c
028 5 2 |a pubmed24n0529.xml 
035 |a (DE-627)NLM158701771 
035 |a (NLM)16262316 
040 |a DE-627  |b ger  |c DE-627  |e rakwb 
041 |a eng 
100 1 |a Böcking, Till  |e verfasserin  |4 aut 
245 1 0 |a Formation of tetra(ethylene oxide) terminated Si-C linked monolayers and their derivatization with glycine  |b an example of a generic strategy for the immobilization of biomolecules on silicon 
264 1 |c 2005 
336 |a Text  |b txt  |2 rdacontent 
337 |a ohne Hilfsmittel zu benutzen  |b n  |2 rdamedia 
338 |a Band  |b nc  |2 rdacarrier 
500 |a Date Completed 04.05.2007 
500 |a Date Revised 21.11.2013 
500 |a published: Print 
500 |a Citation Status MEDLINE 
520 |a Surface modification with oligo(ethylene oxide) functionalized monolayers terminated with reactive headgroups constitutes a powerful strategy to provide specific coupling of biomolecules with simultaneous protection from nonspecific adsorption on surfaces for the preparation of biorecognition interfaces. To date, oligo(ethylene oxide) functionalized monolayer-forming molecules which can be activated for attachment of biomolecules but which can selectively form monolayers onto hydrogen terminated silicon have yet to be developed. Here, self-assembled monolayers (SAMs) containing tetra(ethylene oxide) moieties protected with tert-butyl dimethylsilyl groups were formed by thermal hydrosilylation of alkenes with single-crystal Si(111)-H. The protection group was used to avoid side reactions with the hydride terminated silicon surface. Monolayer formation was carried out using solutions of the alkene in the high-boiling-point solvent 1,3,5-triethylbenzene. The protecting group was removed under very mild acidic conditions to yield a free hydroxyl functionality, a convenient surface moiety for coupling of biological entities via carbamate bond formation. The chemical composition and structure of the monolayers before and after deprotection were characterized by X-ray photoelectron spectroscopy (XPS) and X-ray reflectometry. To demonstrate the utility of this surface for covalent modification, two reagents were compared and contrasted for their ability to activate the surface hydroxyl groups for coupling of free amines, carbonyl diimidazole (CDI), and disuccinimidyl carbonate (DSC). Analysis of XP spectra before and after activation by CDI or DSC, and after subsequent reaction with glycine, provided quantitative information on the extent of activation and overall coupling efficiencies. CDI activated surfaces gave poor coupling yields under various conditions, whereas DSC mediated activation followed by aminolysis at neutral pH was found to be an efficient method for the immobilization of amines on tetra(ethylene oxide) modified surfaces 
650 4 |a Journal Article 
650 4 |a Research Support, Non-U.S. Gov't 
650 7 |a Amines  |2 NLM 
650 7 |a Carbon  |2 NLM 
650 7 |a 7440-44-0  |2 NLM 
650 7 |a Ethylene Oxide  |2 NLM 
650 7 |a JJH7GNN18P  |2 NLM 
650 7 |a Glycine  |2 NLM 
650 7 |a TE7660XO1C  |2 NLM 
650 7 |a Silicon  |2 NLM 
650 7 |a Z4152N8IUI  |2 NLM 
700 1 |a Kilian, Kristopher A  |e verfasserin  |4 aut 
700 1 |a Hanley, Tracey  |e verfasserin  |4 aut 
700 1 |a Ilyas, Suhrawardi  |e verfasserin  |4 aut 
700 1 |a Gaus, Katharina  |e verfasserin  |4 aut 
700 1 |a Gal, Michael  |e verfasserin  |4 aut 
700 1 |a Gooding, J Justin  |e verfasserin  |4 aut 
773 0 8 |i Enthalten in  |t Langmuir : the ACS journal of surfaces and colloids  |d 1992  |g 21(2005), 23 vom: 08. Nov., Seite 10522-9  |w (DE-627)NLM098181009  |x 1520-5827  |7 nnns 
773 1 8 |g volume:21  |g year:2005  |g number:23  |g day:08  |g month:11  |g pages:10522-9 
912 |a GBV_USEFLAG_A 
912 |a SYSFLAG_A 
912 |a GBV_NLM 
912 |a GBV_ILN_22 
912 |a GBV_ILN_350 
912 |a GBV_ILN_721 
951 |a AR 
952 |d 21  |j 2005  |e 23  |b 08  |c 11  |h 10522-9