Department of Chemistry, Washington University, St. Louis, Missouri 63130, USA.
J Am Chem Soc. 2012 Oct 10;134(40):16891-8. doi: 10.1021/ja308121d. Epub 2012 Sep 28.
Peptides have been site-selectively placed on microelectrode arrays with the use of both thiol-based conjugate additions and Cu(I)-coupling reactions between thiols and aryl halides. The conjugate addition reactions used both acrylate and maleimide Michael acceptors. Of the two methods, the Cu(I)-coupling reactions proved far superior because of their irreversibility. Surfaces constructed with the conjugate addition chemistry were not stable at neutral pHs, especially the surface using the maleimide acceptor. Once a peptide was placed onto the array, it could be monitored in "real-time" for its interactions with a biological receptor.
多肽已通过使用基于巯基的共轭加成和巯基与芳基卤化物之间的 Cu(I)-偶联反应被选择性地置于微电极阵列上。共轭加成反应同时使用丙烯酰胺和马来酰亚胺迈克尔受体。在这两种方法中,Cu(I)-偶联反应由于其不可逆性而证明优越得多。使用共轭加成化学构建的表面在中性 pH 值下不稳定,特别是使用马来酰亚胺受体的表面。一旦将肽放置在阵列上,就可以实时监测其与生物受体的相互作用。