Readily functionalizable phosphonium-tagged fluorescent coumarins for enhanced detection of conjugates by mass spectrometry - Normandie Université Access content directly
Journal Articles Organic & Biomolecular Chemistry Year : 2016

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.
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hal-02046223 , version 1 (22-02-2019)

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Antoine Lizzul-Jurse, Laëtitia Bailly, Marie Hubert-Roux, Carlos Afonso, Pierre-Yves Renard, et al.. Readily functionalizable phosphonium-tagged fluorescent coumarins for enhanced detection of conjugates by mass spectrometry. Organic & Biomolecular Chemistry, 2016, 14 (32), pp.7777-7791. ⟨10.1039/c6ob01080f⟩. ⟨hal-02046223⟩
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