C3-triiodocyclotriveratrylene as a key intermediate to fluorescent probes: application to selective choline recognition |
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Authors: | Peyrard Lisa Chierici Sabine Pinet Sandra Batat Pinar Jonusauskas Gediminas Pinaud Noël Meyrand Pierre Gosse Isabelle |
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Institution: | Université de Bordeaux, Institut des Sciences Moléculaires UMR CNRS 5525, Groupe Nanosystèmes analytiques, Site ENSCBP, 16 Av. Pey Berland, 33607, Pessac, France. |
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Abstract: | A new strategy to obtain fluorescent cyclotriveratrylene (CTV) probes is proposed. The key intermediate, a triiodo CTV, is prepared in 3 steps with 47% overall yield. The whole synthesis requires only one purification step. The potential of this triiodo CTV as an intermediate is illustrated through the synthesis of a fluorescent phosphorylated probe that is able to bind choline and acetylcholine in pseudo-physiological conditions, with selectivity towards choline. As a consequence, this intermediate should allow us to rapidly form a library of probes in order to highlight the most promising ones. |
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