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Modular Construction of Fluorescent Lipophosphoramidates by Click Chemistry
Author(s) -
Berchel Mathieu,
Haelters JeanPierre,
CouthonGourvès Hélène,
Deschamps Laure,
Midoux Patrick,
Lehn Pierre,
Jaffrès PaulAlain
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201100900
Subject(s) - chemistry , cyanine , fluorescence , click chemistry , moiety , fluorescein , combinatorial chemistry , methylene , organic chemistry , physics , quantum mechanics
The synthesis of fluorescent lipophosphoramidates is reported. Their modular construction allows several variations of the molecular structure including the separation of the fluorescent probe from the lipophosphoramidate moiety by a short methylene or by a tetraethylene glycol spacer. The last step of the convergent synthesis is a Huisgen click reaction, which assembles the fluorescent probe with the lipophosphoramidate part. Five fluorescent probes have been considered in this study including coumarin, NBD, fluorescein, naphthalimide and cyanine.