C3-triiodocyclotriveratrylene as a key intermediate to fluorescent probes: application to selective choline recognition

…, S Chierici, S Pinet, P Batat, G Jonusauskas…

Index: Peyrard, Lisa; Chierici, Sabine; Pinet, Sandra; Batat, Pinar; Jonusauskas, Gediminas; Pinaud, Noel; Meyrand, Pierre; Gosse, Isabelle Organic and Biomolecular Chemistry, 2011 , vol. 9, # 24 p. 8489 - 8494

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Citation Number: 7

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 ...