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  • Covalent and stable CuAAC modification of silicon surfaces for control of cell adhesion.

Covalent and stable CuAAC modification of silicon surfaces for control of cell adhesion.

Chembiochem : a European journal of chemical biology (2015-03-05)
Surendra Vutti, Nina Buch-Månson, Sanne Schoffelen, Nicolas Bovet, Karen L Martinez, Morten Meldal
초록

Stable primary functionalization of metal surfaces plays a significant role in reliable secondary attachment of complex functional molecules used for the interfacing of metal objects and nanomaterials with biological systems. In principle, this can be achieved through chemical reactions either in the vapor or liquid phase. In this work, we compared these two methods for oxidized silicon surfaces and thoroughly characterized the functionalization steps by tagging and fluorescence imaging. We demonstrate that the vapor-phase functionalization only provided transient surface modification that was lost on extensive washing. For stable surface modification, a liquid-phase method was developed. In this method, silicon wafers were decorated with azides, either by silanization with (3-azidopropyl)triethoxysilane or by conversion of the amine groups of an aminopropylated surface by means of the azido-transfer reaction. Subsequently, D-amino acid adhesion peptides could be immobilized on the surface by use of Cu(I)-catalyzed click chemistry. This enabled the study of cell adhesion to the metal surface. In contrast to unmodified surfaces, the peptide-modified surfaces were able to maintain cell adhesion during significant flow velocities in a microflow reactor.

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N-Ethyldiisopropylamine solution, suitable for peptide synthesis, ~2 M in 1-methyl-2-pyrrolidinone
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Sulfuric acid, for the determination of nitrogen, ≥97.0%
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N,N-Dimethylformamide, analytical standard
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Methanol, analytical standard
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Acetone, analytical standard
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Hydrogen peroxide solution, ≥30%, for trace analysis
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Hydrogen peroxide solution, 34.5-36.5%
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Trifluoromethanesulfonic anhydride, 99%
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Sodium azide, BioUltra, ≥99.5% (T)
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Hydrogen peroxide solution, tested according to Ph. Eur.
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Trifluoromethanesulfonic anhydride, purum, ≥98.0% (T)
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Copper(II) sulfate pentahydrate, BioReagent, suitable for cell culture, ≥98%
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Methanol, anhydrous, 99.8%
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Copper(II) sulfate pentahydrate, 99.995% trace metals basis
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Acetone, natural, ≥97%
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Acetone, ≥99%, meets FCC analytical specifications
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N,N-Dimethylformamide, anhydrous, 99.8%
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Copper(II) sulfate pentahydrate, suitable for plant cell culture, ≥98%
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Hydrogen peroxide solution, 30 % (w/w) in H2O, contains stabilizer
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N,N-Dimethylformamide, for molecular biology, ≥99%
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Sodium azide, ReagentPlus®, ≥99.5%
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Methanol, HPLC Plus, ≥99.9%, poly-coated bottles
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Sulfuric acid, 99.999%
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Sodium azide, purum p.a., ≥99.0% (T)
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Trifluoromethanesulfonic anhydride solution, 1 M in methylene chloride
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Sulfuric acid, puriss. p.a., 95-97% (T)
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Copper(II) sulfate pentahydrate, purum p.a., crystallized, ≥99.0% (RT)
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Sulfuric acid, puriss. p.a., for determination of Hg, ACS reagent, reag. ISO, reag. Ph. Eur., 95.0-97.0%
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Copper(II) sulfate pentahydrate, 99.999% trace metals basis