Curcumin-based sulfenic acid as a light switch for the binding of biothiols

Curcumin was used as a starting compound for the synthesis of a fluorescent precursor of sulfenic acid. The curcumin-derived sulfenic acid, generated in situ by thermolysis, was reacted with cysteine (Cys) and glutathione (GSH) as models of biologically relevant targets containing the thiol function...

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Veröffentlicht in:	New journal of chemistry 2020-12, Vol.44 (45), p.1958-19514
Hauptverfasser:	Barattucci, Anna, Salerno, Tania M. G, Kohnke, Franz H, Papalia, Teresa, Puntoriero, Fausto, Bonaccorsi, Paola
Format:	Artikel
Sprache:	eng
Schlagworte:	Acids Disulfides Fluorescence Glutathione Precursors
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creator	Barattucci, Anna Salerno, Tania M. G Kohnke, Franz H Papalia, Teresa Puntoriero, Fausto Bonaccorsi, Paola
description	Curcumin was used as a starting compound for the synthesis of a fluorescent precursor of sulfenic acid. The curcumin-derived sulfenic acid, generated in situ by thermolysis, was reacted with cysteine (Cys) and glutathione (GSH) as models of biologically relevant targets containing the thiol function. The disulfides thus obtained were subjected to a photophysical comparison with the precursor of curcumin-sulfenic acid to demonstrate that, in principle, the condensation reaction with biothiols, such as Cys and GSH, can be used to identify their presence in a biological environment. In fact, the luminescence of the sulfinyl precursor is quenched in the unsymmetrical curcumin-biothiol disulfides so generated. Curcumin was used as a starting compound for the synthesis of a fluorescent precursor of sulfenic acid.
doi_str_mv	10.1039/d0nj04834h
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source	Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects	Acids Disulfides Fluorescence Glutathione Precursors
title	Curcumin-based sulfenic acid as a light switch for the binding of biothiols
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