Introduction of 5'-terminal functional groups into synthetic oligonucleotides for selective immobilization.
Oligodeoxyribonucleotides terminating in a 5'-primary amine group are synthesized using solid-phase supported phosphoramidite chemistry. The 5'-terminal amine group in the deprotected oligomers is further derivatized with either succinic anhydride to give 5'-carboxylic acid or with dithiobis(succinimidylpropionate) followed by treatment with dithioerythritol to produce 5'-thiol-terminated oligonucleotides. The 5'-thiol-terminated oligonucleotides are selectively immobilized on solid supports containing either p-chloromercuribenzoate or 2,2'-dithiobis(5-nitropyridine) activated thiol groups.
Bischoff
R
R
Department of Biochemistry, Purdue University, West Lafayette, Indiana 47907.
Coull
J M
JM
Regnier
F E
FE
D000588:Amines / Q000138:chemical synthesis; D001483:Base Sequence; D004226:Dithioerythritol; D008722:Methods; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis*; D013387:Succinic Anhydrides; D013388:Succinimides; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis
D000588:Amines; D009838:Oligodeoxyribonucleotides; D013387:Succinic Anhydrides; D013388:Succinimides; D013438:Sulfhydryl Compounds; D004226:Dithioerythritol; C031801:succinic anhydride; C011240:dithiobis(succinimidylpropionate)