Oligo(p-phenylene ethynylene) with Cyanoacrylate Terminal Groups and Graphene Composite as Fluorescent Chemical Sensor for Cysteine

Naoya Adachi; Mariko Yoshinari; Eri Suzuki; Mari Okada

doi:10.1007/s10895-017-2084-4

Oligo(p-phenylene ethynylene) with Cyanoacrylate Terminal Groups and Graphene Composite as Fluorescent Chemical Sensor for Cysteine

J Fluoresc. 2017 Jul;27(4):1449-1456. doi: 10.1007/s10895-017-2084-4. Epub 2017 Apr 8.

Authors

Naoya Adachi^{1

2}, Mariko Yoshinari³, Eri Suzuki⁴, Mari Okada⁴

Affiliations

¹ Division of Science, School of Science and Engineering, Tokyo Denki University, Hatoyama, Hiki-gun, Saitama, 350-0394, Japan. nadachi@mail.dendai.ac.jp.
² Department of Science and Engineering, Graduate School of Science and Engineering, Tokyo Denki University, Hatoyama, Hiki-gun, Saitama, 350-0394, Japan. nadachi@mail.dendai.ac.jp.
³ Division of Science, School of Science and Engineering, Tokyo Denki University, Hatoyama, Hiki-gun, Saitama, 350-0394, Japan.
⁴ Department of Science and Engineering, Graduate School of Science and Engineering, Tokyo Denki University, Hatoyama, Hiki-gun, Saitama, 350-0394, Japan.

PMID: 28391541
DOI: 10.1007/s10895-017-2084-4

Abstract

A chemical sensor for cysteine (Cys) was fabricated based on a fluorescent oligo(p-phenylene ethynylene)s (OPEs) and OPE-graphene oxide (GO) composite. OPE with cyanoacrylate terminal groups were synthesized by a Pd-catalyzed Sonogashira coupling reaction and Knoevenagel condensation for use as a chemical sensor for Cys. The optical properties and Cys sensing capability of the cyanoacrylate modified OPE and OPE-GO composite were investigated. In addition of Cys, the fluorescence of OPE was blue-shifted and decreased (fluorescence turn-off), while the fluorescence of the OPE-GO composite was enhanced (fluorescence turn-on). Thus, OPE with cyanoacrylate terminal groups and OPE-GO composite acts a highly sensitive fluorescent chemical sensor for Cys.

Keywords: Conjugated oligomers; Cyanoacrylate terminal group; Cysteine; Fluorescent chemical sensor.