Flavin-Based Light-Driven Fluorescent Probe for the Detection of Antioxidant Amino Acids

Kyeong Im Hong; Seong Min Lee; Woo Dong Jang

doi:10.1002/open.201700144

Flavin-Based Light-Driven Fluorescent Probe for the Detection of Antioxidant Amino Acids

Kyeong Im Hong, Seong Min Lee, Woo Dong Jang

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

We have synthesized a flavin-N(5)-oxide derivative with a p-toluenesulfonyl (Ts-OF) group as a “turn-on” fluorescent probe for the detection of several antioxidant amino acids and biothiols. Oxidized flavin was synthesized by using dithiothreitol as the reducing agent. Ts-OF showed a light-driven fluorescence enhancement in the presence of several amino acids and biothiols such as histidine (His), methionine (Met), cysteine (Cys), glutathione (GSH), and homocysteine (Hcy). The ¹H NMR study indicated the reductive elimination of the p-toluenesulfonyl group from Ts-OF in the presence of antioxidants and photo-irradiation.

Original language	English
Pages (from-to)	57-60
Number of pages	4
Journal	ChemistryOpen
Volume	7
Issue number	1
DOIs	https://doi.org/10.1002/open.201700144
Publication status	Published - 2018 Jan

Bibliographical note

Publisher Copyright:
© 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.

All Science Journal Classification (ASJC) codes

Chemistry(all)

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10.1002/open.201700144

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title = "Flavin-Based Light-Driven Fluorescent Probe for the Detection of Antioxidant Amino Acids",

abstract = "We have synthesized a flavin-N(5)-oxide derivative with a p-toluenesulfonyl (Ts-OF) group as a “turn-on” fluorescent probe for the detection of several antioxidant amino acids and biothiols. Oxidized flavin was synthesized by using dithiothreitol as the reducing agent. Ts-OF showed a light-driven fluorescence enhancement in the presence of several amino acids and biothiols such as histidine (His), methionine (Met), cysteine (Cys), glutathione (GSH), and homocysteine (Hcy). The 1H NMR study indicated the reductive elimination of the p-toluenesulfonyl group from Ts-OF in the presence of antioxidants and photo-irradiation.",

author = "Hong, {Kyeong Im} and Lee, {Seong Min} and Jang, {Woo Dong}",

note = "Publisher Copyright: {\textcopyright} 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.",

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AU - Hong, Kyeong Im

AU - Lee, Seong Min

AU - Jang, Woo Dong

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N2 - We have synthesized a flavin-N(5)-oxide derivative with a p-toluenesulfonyl (Ts-OF) group as a “turn-on” fluorescent probe for the detection of several antioxidant amino acids and biothiols. Oxidized flavin was synthesized by using dithiothreitol as the reducing agent. Ts-OF showed a light-driven fluorescence enhancement in the presence of several amino acids and biothiols such as histidine (His), methionine (Met), cysteine (Cys), glutathione (GSH), and homocysteine (Hcy). The 1H NMR study indicated the reductive elimination of the p-toluenesulfonyl group from Ts-OF in the presence of antioxidants and photo-irradiation.

AB - We have synthesized a flavin-N(5)-oxide derivative with a p-toluenesulfonyl (Ts-OF) group as a “turn-on” fluorescent probe for the detection of several antioxidant amino acids and biothiols. Oxidized flavin was synthesized by using dithiothreitol as the reducing agent. Ts-OF showed a light-driven fluorescence enhancement in the presence of several amino acids and biothiols such as histidine (His), methionine (Met), cysteine (Cys), glutathione (GSH), and homocysteine (Hcy). The 1H NMR study indicated the reductive elimination of the p-toluenesulfonyl group from Ts-OF in the presence of antioxidants and photo-irradiation.

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Flavin-Based Light-Driven Fluorescent Probe for the Detection of Antioxidant Amino Acids

Abstract

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