Surface functionalization with carboxylic acids by photochemical microcontact printing and tetrazole chemistry

Christoph Buten, Sebastian Lamping, Martin Korsgen, Henrich F. Arlinghaus, Craig Jamieson, Bart Jan Ravoo

Research output: Contribution to journalArticle

12 Citations (Scopus)
85 Downloads (Pure)

Abstract

In this paper, we show that carboxylic acid-functionalized molecules can be patterned by photochemical microcontact printing on tetrazole-terminated self-assembled monolayers. Upon irradiation, tetrazoles eliminate nitrogen to form highly reactive nitrile imines, which can be ligated with several different nucleophiles, carboxylic acids being the most reactive. As a proof of concept, we immobilized trifluoroacetic acid to monitor the reaction with X-ray photoelectron spectroscopy. Moreover, we also immobilized peptides and fabricated carbohydrate−lectin as well as biotin−streptavidin microarrays using this method. Surface-patterning was demonstrated by fluorescence microscopy and time-of-flight secondary ion mass spectrometry
Original languageEnglish
Number of pages17
JournalLangmuir
Early online date16 Jan 2018
DOIs
Publication statusE-pub ahead of print - 16 Jan 2018

Keywords

  • carboxylic acid
  • X-ray photoelectron spectroscopy
  • fluorescence microscopy

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