The oxime bond formation as an efficient chemical tool for the preparation of 3',5'-bifunctionalised oligodeoxyribonucleotides.
The simultaneous conjugation of peptides or carbohydrates at the 3'- and 5'-end of oligodeoxyribonucleotides was achieved very efficiently through chemoselective oxime bond formation. The method employs bifunctionalised oligonucleotides in single step without the need of protection strategy, under mild acidic conditions. The conjugates were obtained in high yields by reacting an oxyamine containing reporter groups (peptide, mono- and disaccharide) with an oligonucleotide carrying an aldehyde at each extremity.
Edupuganti
Om Prakash
OP
LEDSS, UMR CNRS 5616, ICMG FR2607, Université Joseph Fourier, BP 53, 38041 Grenoble 9, France.
Renaudet
Olivier
O
Defrancq
Eric
E
Dumy
Pascal
P
D002241:Carbohydrates / Q000737:chemistry; D003432:Cross-Linking Reagents / Q000737:chemistry*; D006801:Humans; D007785:Lactose / Q000737:chemistry; D008358:Mannose / Q000737:chemistry; D019913:Nuclear Localization Signals / Q000737:chemistry; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D009842:Oligopeptides / Q000737:chemistry; D010091:Oximes / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry; D013329:Structure-Activity Relationship
D002241:Carbohydrates; D003432:Cross-Linking Reagents; D019913:Nuclear Localization Signals; D009838:Oligodeoxyribonucleotides; D009842:Oligopeptides; D010091:Oximes; D010455:Peptides; C047981:arginyl-glycyl-aspartic acid; D007785:Lactose; D008358:Mannose