title: Readily functionalizable phosphonium-tagged fluorescent coumarins for enhanced detection of conjugates by mass spectrometry.
abstract: Fluorescent coumarins are an important class of small-molecule organic fluorophores ubiquitous in different well-established and emerging fields of research including, among others, biochemistry and chemical biology. The present work aims at covering the poor detectability of coumarin-based conjugates by mass spectrometry while keeping important photophysical properties of the coumarin core. In this context, the synthesis of readily functionalizable phosphonium-tagged coumarin derivatives enabling a dual mass-tag and fluorescence labelling of analytes or (bio)molecules of interest through a single-step protocol, is reported. The utility of these coumarins is illustrated through the preparation of fluorogenic substrates that facilitated identification of the peptide fragment released by specific proteolytic cleavages.
authors.affiliation: Normandie Univ, COBRA, UMR 6014 & FR 3038, Univ Rouen-Normandie, INSA Rouen, CNRS, 1 rue Tesnière 76821 Mont-Saint-Aignan, Cedex, France. cyrille.sabot@univ-rouen.fr.
authors.forename: Antoine
authors.initials: A
authors.lastname: Lizzul-Jurse
authors.affiliation: Normandie Univ, COBRA, UMR 6014 & FR 3038, Univ Rouen-Normandie, INSA Rouen, CNRS, 1 rue Tesnière 76821 Mont-Saint-Aignan, Cedex, France. cyrille.sabot@univ-rouen.fr.
authors.forename: Laetitia
authors.initials: L
authors.lastname: Bailly
authors.affiliation: Normandie Univ, COBRA, UMR 6014 & FR 3038, Univ Rouen-Normandie, INSA Rouen, CNRS, 1 rue Tesnière 76821 Mont-Saint-Aignan, Cedex, France. cyrille.sabot@univ-rouen.fr.
authors.forename: Marie
authors.initials: M
authors.lastname: Hubert-Roux
authors.affiliation: Normandie Univ, COBRA, UMR 6014 & FR 3038, Univ Rouen-Normandie, INSA Rouen, CNRS, 1 rue Tesnière 76821 Mont-Saint-Aignan, Cedex, France. cyrille.sabot@univ-rouen.fr.
authors.forename: Carlos
authors.initials: C
authors.lastname: Afonso
authors.affiliation: Normandie Univ, COBRA, UMR 6014 & FR 3038, Univ Rouen-Normandie, INSA Rouen, CNRS, 1 rue Tesnière 76821 Mont-Saint-Aignan, Cedex, France. cyrille.sabot@univ-rouen.fr.
authors.forename: Pierre-Yves
authors.initials: PY
authors.lastname: Renard
authors.affiliation: Normandie Univ, COBRA, UMR 6014 & FR 3038, Univ Rouen-Normandie, INSA Rouen, CNRS, 1 rue Tesnière 76821 Mont-Saint-Aignan, Cedex, France. cyrille.sabot@univ-rouen.fr.
authors.forename: Cyrille
authors.initials: C
authors.lastname: Sabot
mesh_terms: D003374:Coumarins / Q000138:chemical synthesis / Q000737:chemistry*; D005453:Fluorescence; D013058:Mass Spectrometry; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000737:chemistry*
chemical_list: D003374:Coumarins; D009943:Organophosphorus Compounds; C030123:coumarin