Use of DNA and click chemistries to synthesize combinatorial libraries of galactosyl-phosphodiester clusters.
Phosphotriester polyalkyne scaffolds bearing two to four alkynes were synthesized by DNA phosphoramidite chemistry. Then two galactosyl azide derivatives exhibiting different linkers were conjugated thanks to a Copper catalyzed Alkyne Azide 1,3-dipolar cycloaddition (CuAAC) "click reaction". This reaction was performed on solid support assisted by microwaves. Thus, small libraries of 4, 8 and 16 galactosyl-clusters were obtained.
Morvan
François
F
IBMM, UMR5247 CNRS Université Montpellier 1, Université Montpellier 2, Place E. Bataillon, CC1704, 34095 Montpellier Cedex 5, France. morvan@univ-montp2.fr
Pourceau
Gwladys
G
Meyer
Albert
A
Vasseur
Jean-Jacques
JJ
D000480:Alkynes / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D004247:DNA / Q000138:chemical synthesis; D005690:Galactose / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry; D054852:Small Molecule Libraries
D000480:Alkynes; D009943:Organophosphorus Compounds; D054852:Small Molecule Libraries; C434331:phosphoramidite; D004247:DNA; D005690:Galactose