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

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 fl...

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Detalles Bibliográficos
Autores principales: Hong, Kyeong‐Im, Lee, Seong Min, Jang, Woo‐Dong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2017
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5754558/
https://www.ncbi.nlm.nih.gov/pubmed/29318097
http://dx.doi.org/10.1002/open.201700144
Descripción
Sumario: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 (1)H 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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