Electrochemically induced and controlled one-step covalent coupling reaction on self-assembled monolayers

We report on a novel covalent coupling method using electrochemical activation of hydroquinone monoester self-assembled monolayers. The reaction generates benzoquinone as a good leaving group, followed by nucleophilic acyl substitution with a primary amine to form an amide in high yield. The method...

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Bibliographische Detailangaben
Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 20(2004), 10 vom: 11. Mai, Seite 3821-3
1. Verfasser: Kim, Kyuwon (VerfasserIn)
Weitere Verfasser: Jang, Minchul, Yang, Haesik, Kim, Eunkyung, Kim, Youn Tae, Kwak, Juhyoun
Format: Aufsatz
Sprache:English
Veröffentlicht: 2004
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Letter
Beschreibung
Zusammenfassung:We report on a novel covalent coupling method using electrochemical activation of hydroquinone monoester self-assembled monolayers. The reaction generates benzoquinone as a good leaving group, followed by nucleophilic acyl substitution with a primary amine to form an amide in high yield. The method allows the site-selective and the reaction-controlled positioning of biotin on the individually addressable microelectrode array and, subsequently, density-differentiated patterning of streptavidin on the biotin surfaces. Because the electrochemical coupling method provides a very rapid, mild, and quantitatively controllable reaction pathway for covalent bond formation on organic surfaces, it will be used as a versatile molecular anchoring tool in fields such as molecular electronics and biochip technology
Beschreibung:Date Completed 31.01.2006
Date Revised 26.10.2019
published: Print
Citation Status PubMed-not-MEDLINE
ISSN:1520-5827