Smart tools and orthogonal click-like reactions onto small unilamellar vesicles: Additional molecular data.
Fiche publication
Date publication
décembre 2015
Auteurs
Membres identifiés du Cancéropôle Est :
Pr FOURNEL Sylvie, Dr FRISCH Benoit, Dr HEURTAULT Béatrice
Tous les auteurs :
Vittoria Spanedda M, Salome C, Hilbold B, Berner E, Heurtault B, Fournel S, Frisch B, Bourel-Bonnet L
Lien Pubmed
Résumé
We present here the synthetic routes and the experimental data (NMR and MS spectra) for model reactions for copper-free Huisgen 1,4-cycloaddition, Staudinger ligation and for addition of a dithiol on a dibromomaleimide ring. Starting materials were synthesized from the commercially available 4-chlorophenethylamine, previously described 2-(cyclooct-2-yn-1-yloxy)acetic acid, 1-fluorocyclooct-2-ynecarboxylic acid, commercial 2-(diphenylphosphino)terephthalic acid 1-methyl 4-pentafluorophenyl diester and dibromomaleimide. In all cases, the expected compounds were obtained with good yield (50% to quantitative). A novel synthesis of the lipid anchor DOGP3NH2 is also described. These data were used as basis for the study reported in the article "Smart Tools and Orthogonal Click-like Reactions onto Small Unilamellar Vesicles" in Chemistry and Physics of Lipids [1].
Référence
Data Brief. 2015 Aug 28;5:145-54