PMID- 23402628 OWN - NLM STAT- MEDLINE DCOM- 20130816 LR - 20181202 IS - 1520-5827 (Electronic) IS - 0743-7463 (Linking) VI - 29 IP - 9 DP - 2013 Mar 5 TI - Oxidation of tertiary amine-derivatized surfaces to control protein adhesion. PG - 2961-70 LID - 10.1021/la4003719 [doi] AB - Selective oxidation of omega-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. FAU - Dobrzanska, Dorota A AU - Dobrzanska DA AD - Department of Chemistry, and School of Life Sciences, University of Warwick, Coventry CV4 7AL, United Kingdom. FAU - Cooper, Amy L AU - Cooper AL FAU - Dowson, Christopher G AU - Dowson CG FAU - Evans, Stephen D AU - Evans SD FAU - Fox, David J AU - Fox DJ FAU - Johnson, Benjamin R AU - Johnson BR FAU - Biggs, Caroline I AU - Biggs CI FAU - Randev, Rajan K AU - Randev RK FAU - Stec, Helena M AU - Stec HM FAU - Taylor, Paul C AU - Taylor PC FAU - Marsh, Andrew AU - Marsh A LA - eng GR - Biotechnology and Biological Sciences Research Council/United Kingdom PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20130222 PL - United States TA - Langmuir JT - Langmuir : the ACS journal of surfaces and colloids JID - 9882736 RN - 0 (Adhesives) RN - 0 (Amides) RN - 0 (Amines) RN - 0 (Oxides) RN - 0 (Proteins) RN - 3P5SU53360 (triethylene glycol) RN - 3WJQ0SDW1A (Polyethylene Glycols) RN - 9001-32-5 (Fibrinogen) RN - EC 3.2.1.17 (Muramidase) SB - IM MH - Adhesives/*chemistry MH - Amides/chemistry MH - Amines/*chemistry MH - Animals MH - Fibrinogen/chemistry MH - Humans MH - Muramidase/chemistry MH - Oxidation-Reduction MH - Oxides/chemistry MH - Polyethylene Glycols/chemistry MH - Proteins/*chemistry MH - Surface Properties EDAT- 2013/02/14 06:00 MHDA- 2013/08/21 06:00 CRDT- 2013/02/14 06:00 PHST- 2013/02/14 06:00 [entrez] PHST- 2013/02/14 06:00 [pubmed] PHST- 2013/08/21 06:00 [medline] AID - 10.1021/la4003719 [doi] PST - ppublish SO - Langmuir. 2013 Mar 5;29(9):2961-70. doi: 10.1021/la4003719. Epub 2013 Feb 22.