Oxidation of tertiary amine-derivatized surfaces to control protein adhesion

Dorota A. Dobrzanska, Amy L. Cooper, Christopher G. Dowson, Stephen D. Evans, David J. Fox, Benjamin R. Johnson, Caroline I. Biggs, Rajan K. Randev, Helena M. Stec, Paul C. Taylor, Andrew Marsh

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Selective oxidation of ω-tertiary amine self-assembled thiol monolayers to tertiary amine N-oxides is shown to transform the adhesion of model proteins lysozyme and fibrinogen upon them. Efficient preparation of both secondary and tertiary linker amides as judged by X-ray photoelectron spectroscopy (XPS) and water droplet contact angle was achieved with an improved amide bond formation on gold quartz crystal microbalance (QCM) sensors using 2-(1H-7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyl hexafluorophosphate methanaminium uronium (HATU). Oxidation with hydrogen peroxide was similarly assessed, and adhesion of lysozyme and fibrinogen from phosphate buffered saline was then assayed by QCM and imaged by AFM. Tertiary amine-functionalized sensors adsorbed multilayers of aggregated lysozyme, whereas tertiary amine N-oxides and triethylene glycol-terminated monolayers are consistent with small protein aggregates. The surface containing a dimethylamine N-oxide headgroup and ethyl secondary amide linker showed the largest difference in adsorption of both proteins. Oxidation of tertiary amine decorated surfaces therefore holds the potential for selective deposition of proteins and cells through masking and other patterning techniques.
Original languageEnglish
Pages (from-to)2961-2970
Number of pages10
JournalLangmuir
Volume29
Issue number9
DOIs
Publication statusPublished - 12 Feb 2013

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Amines
amines
adhesion
Adhesion
proteins
Proteins
lysozyme
Oxidation
Muramidase
oxidation
Amides
amides
fibrinogen
Enzymes
Quartz crystal microbalances
quartz crystals
microbalances
Fibrinogen
Oxides
oxides

Cite this

Dobrzanska, D. A., Cooper, A. L., Dowson, C. G., Evans, S. D., Fox, D. J., Johnson, B. R., ... Marsh, A. (2013). Oxidation of tertiary amine-derivatized surfaces to control protein adhesion. Langmuir, 29(9), 2961-2970. https://doi.org/10.1021/la4003719

Oxidation of tertiary amine-derivatized surfaces to control protein adhesion. / Dobrzanska, Dorota A.; Cooper, Amy L.; Dowson, Christopher G.; Evans, Stephen D.; Fox, David J.; Johnson, Benjamin R.; Biggs, Caroline I.; Randev, Rajan K.; Stec, Helena M.; Taylor, Paul C.; Marsh, Andrew.

In: Langmuir, Vol. 29, No. 9, 12.02.2013, p. 2961-2970.

Research output: Contribution to journalArticle

Dobrzanska, DA, Cooper, AL, Dowson, CG, Evans, SD, Fox, DJ, Johnson, BR, Biggs, CI, Randev, RK, Stec, HM, Taylor, PC & Marsh, A 2013, 'Oxidation of tertiary amine-derivatized surfaces to control protein adhesion' Langmuir, vol. 29, no. 9, pp. 2961-2970. https://doi.org/10.1021/la4003719
Dobrzanska DA, Cooper AL, Dowson CG, Evans SD, Fox DJ, Johnson BR et al. Oxidation of tertiary amine-derivatized surfaces to control protein adhesion. Langmuir. 2013 Feb 12;29(9):2961-2970. https://doi.org/10.1021/la4003719
Dobrzanska, Dorota A. ; Cooper, Amy L. ; Dowson, Christopher G. ; Evans, Stephen D. ; Fox, David J. ; Johnson, Benjamin R. ; Biggs, Caroline I. ; Randev, Rajan K. ; Stec, Helena M. ; Taylor, Paul C. ; Marsh, Andrew. / Oxidation of tertiary amine-derivatized surfaces to control protein adhesion. In: Langmuir. 2013 ; Vol. 29, No. 9. pp. 2961-2970.
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AB - Selective oxidation of ω-tertiary amine self-assembled thiol monolayers to tertiary amine N-oxides is shown to transform the adhesion of model proteins lysozyme and fibrinogen upon them. Efficient preparation of both secondary and tertiary linker amides as judged by X-ray photoelectron spectroscopy (XPS) and water droplet contact angle was achieved with an improved amide bond formation on gold quartz crystal microbalance (QCM) sensors using 2-(1H-7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyl hexafluorophosphate methanaminium uronium (HATU). Oxidation with hydrogen peroxide was similarly assessed, and adhesion of lysozyme and fibrinogen from phosphate buffered saline was then assayed by QCM and imaged by AFM. Tertiary amine-functionalized sensors adsorbed multilayers of aggregated lysozyme, whereas tertiary amine N-oxides and triethylene glycol-terminated monolayers are consistent with small protein aggregates. The surface containing a dimethylamine N-oxide headgroup and ethyl secondary amide linker showed the largest difference in adsorption of both proteins. Oxidation of tertiary amine decorated surfaces therefore holds the potential for selective deposition of proteins and cells through masking and other patterning techniques.

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