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231225s2020 xx |||||o 00| ||eng c |
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|a 10.1021/acs.langmuir.9b03782
|2 doi
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|a eng
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| 100 |
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|a Luo, Wilson
|e verfasserin
|4 aut
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|a Investigation of Au SAMs Photoclick Derivatization by PM-IRRAS
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|c 2020
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|a Text
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|a ƒaComputermedien
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|a Date Completed 09.07.2020
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|a Date Revised 09.07.2020
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|a published: Print-Electronic
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|a Citation Status PubMed-not-MEDLINE
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|a In this work, we present a clean one-step process for modifying headgroups of self-assembled monolayers (SAMs) on gold using photo-enabled click chemistry. A thiolated, cyclopropenone-caged strained alkyne precursor was first functionalized onto a flat gold substrate through self-assembly. Exposure of the cyclopropenone SAM to UVA light initiated the efficient photochemical decarbonylation of the cyclopropenone moiety, revealing the strained alkyne capable of undergoing the interfacial strain-promoted alkyne-azide cycloaddition (SPAAC). Irradiated SAMs were derivatized with a series of model azides with varied hydrophobicity to demonstrate the generality of this chemical system for the modification and fine-tuning of the surface chemistry on gold substrates. SAMs were characterized at each step with polarization-modulation infrared reflection-absorption spectroscopy (PM-IRRAS) to confirm the successful functionalization and reactivity. Furthermore, to showcase the compatibility of this approach with biochemical applications, cyclopropenone SAMs were irradiated and modified with azide-bearing cell adhesion peptides to promote human fibroblast cell adhesion, and then imaged by live-cell fluorescence microscopy. Thus, the "photoclick" methodology reported here represents an improved, versatile, catalyst-free protocol that allows for a high degree of control over the modification of material surfaces, with applicability in materials science as well as biochemistry
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|a Journal Article
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|a Research Support, Non-U.S. Gov't
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|a Legge, Sydney M
|e verfasserin
|4 aut
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|a Luo, Johnny
|e verfasserin
|4 aut
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|a Lagugné-Labarthet, François
|e verfasserin
|4 aut
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|a Workentin, Mark S
|e verfasserin
|4 aut
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|i Enthalten in
|t Langmuir : the ACS journal of surfaces and colloids
|d 1985
|g 36(2020), 4 vom: 04. Feb., Seite 1014-1022
|w (DE-627)NLM098181009
|x 1520-5827
|7 nnas
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| 773 |
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|g volume:36
|g year:2020
|g number:4
|g day:04
|g month:02
|g pages:1014-1022
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|u http://dx.doi.org/10.1021/acs.langmuir.9b03782
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