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231224s2015 xx |||||o 00| ||eng c |
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|a 10.1021/la504087a
|2 doi
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|a pubmed24n0822.xml
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|a DE-627
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|e rakwb
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|a eng
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|a Wang, Hanqi
|e verfasserin
|4 aut
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|a Reactivity and kinetics of vinyl sulfone-functionalized self-assembled monolayers for bioactive ligand immobilization
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|c 2015
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|a Text
|b txt
|2 rdacontent
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|a ƒaComputermedien
|b c
|2 rdamedia
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|a ƒa Online-Ressource
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|a Date Completed 21.12.2015
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|a Date Revised 24.03.2015
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|a published: Print-Electronic
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|a Citation Status MEDLINE
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|a A new vinyl sulfone (VS) disulfide, 1,2-bis(11-(vinyl sulfonyl)undecyl)disulfane, was synthesized to enable the preparation of VS-presenting self-assembled monolayers (VS SAMs) on Au substrates. The VS SAMs were used as a model system to assess the reaction kinetics of bioactive ligands, i.e., glutathione (GSH), N-(5-amino-1-carboxypentyl)iminodiacetic acid (ab-NTA), and mannose, toward the VS groups on the SAM surface. The VS SAMs and the ligand immobilization were characterized by X-ray photoelectron spectroscopy (XPS), contact angle goniometry, and protein-binding experiments using a quartz crystal microbalance (QCM). Kinetic studies showed that the surface VS groups undergo pseudo-first-order reactions with various ligands, with the observed rate constant being 0.057 min(-1) for GSH at pH 7.5, 0.011 min(-1) for ab-NTA at pH 8.5, and 0.009 min(-1) for mannose at pH 10.5. This work advanced our understanding of the reactivity of VS-bearing functional surfaces and further demonstrated the versatile potential of VS chemistry to prepare ligand-immobilized bioactive surfaces
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|a Journal Article
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|a Research Support, Non-U.S. Gov't
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|a Sulfones
|2 NLM
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|a divinyl sulfone
|2 NLM
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|a 5PFN71LP8M
|2 NLM
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|a Glutathione
|2 NLM
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|a GAN16C9B8O
|2 NLM
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|a Cheng, Fang
|e verfasserin
|4 aut
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|a Li, Mingyang
|e verfasserin
|4 aut
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|a Peng, Wei
|e verfasserin
|4 aut
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|a Qu, Jingping
|e verfasserin
|4 aut
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|i Enthalten in
|t Langmuir : the ACS journal of surfaces and colloids
|d 1992
|g 31(2015), 11 vom: 24. März, Seite 3413-21
|w (DE-627)NLM098181009
|x 1520-5827
|7 nnns
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|g volume:31
|g year:2015
|g number:11
|g day:24
|g month:03
|g pages:3413-21
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|u http://dx.doi.org/10.1021/la504087a
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