title: Oligonucleotide sequential bis-conjugation via click-oxime and click-Huisgen procedures.
abstract: A novel procedure has been developed for the bis-conjugation of oligonucleotides using CuAAC (click-H) and oxime (click-O) tethering strategies. Oligonucleotides bearing a 5'-alkyne function and a 3'-aldehyde precursor were synthesized and were bis-conjugated with various reporters including azido carbohydrate or fluorescent dye and aminooxy peptide or carbohydrate. Versatility of the method was demonstrated by performing click-O prior to click-H and vice versa. Interestingly, when click-O is achieved prior to click-H, no purification is required in between, allowing a sequential one-pot protocol.
authors.affiliation: Institut des Biomolécules Max Mousseron, UMR 5247, CNRS Université Montpellier 1, 34095 Montpellier Cedex 5, France.
authors.forename: Albert
authors.initials: A
authors.lastname: Meyer
authors.forename: Nicolas
authors.initials: N
authors.lastname: Spinelli
authors.forename: Pascal
authors.initials: P
authors.lastname: Dumy
authors.forename: Jean-Jacques
authors.initials: JJ
authors.lastname: Vasseur
authors.forename: François
authors.initials: F
authors.lastname: Morvan
authors.forename: Eric
authors.initials: E
authors.lastname: Defrancq
mesh_terms: D003300:Copper / Q000737:chemistry; D008722:Methods; D015335:Molecular Probes / Q000737:chemistry; D009841:Oligonucleotides / Q000737:chemistry*; D055601:Organic Chemistry Phenomena; D010091:Oximes / Q000737:chemistry*
chemical_list: D015335:Molecular Probes; D009841:Oligonucleotides; D010091:Oximes; D003300:Copper