Incorporation of 8-histaminyl-deoxyadenosine [8-(2-(4-imidazolyl)ethylamino)-2'-deoxyriboadenosine] into oligodeoxyribonucleotides by solid phase phosphoramidite coupling.
The 3'phosphoramidite of 8-histaminyl deoxyadenosine has been prepared and successfully incorporated into a short oligodeoxyribonucleotide. The synthetic methodology leading to this preparation is given and the implications for developing new DNAzymes as well as probing unusual nucleic acid structures are discussed.
Lermer
Leonard
L
Department of Chemistry, 2036 Main Mall, 6174 University Blvd, University of British Columbia, Vancouver, B. C., V6T-1Z1 Canada.
Hobbs
John
J
Perrin
David M
DM
D000818:Animals; D020029:Base Pairing; D001483:Base Sequence; D021881:DNA, Catalytic / Q000737:chemistry; D003839:Deoxyadenosines / Q000737:chemistry*; D004591:Electrophoresis, Polyacrylamide Gel / Q000379:methods; D006632:Histamine / Q000031:analogs & derivatives*; D007093:Imidazoles / Q000737:chemistry; D009690:Nucleic Acid Conformation; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000737:chemistry*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
D021881:DNA, Catalytic; D003839:Deoxyadenosines; D007093:Imidazoles; D009838:Oligodeoxyribonucleotides; D009943:Organophosphorus Compounds; C434331:phosphoramidite; D006632:Histamine