Synthesis of Triple Helix Forming Oligonucleotides Containing 2′-Deoxyformycin A

TS Rao, ME Hogan, GR Revankar - Nucleosides, Nucleotides & …, 1994 - Taylor & Francis
TS Rao, ME Hogan, GR Revankar
Nucleosides, Nucleotides & Nucleic Acids, 1994Taylor & Francis
Abstract N7-Benzoyl-2′-deoxyformycin A (5) was prepared from formycin A and
incorporated into the triple helix forming oligonucleotide PRE2ap at CG inversion sites. The
modified oligonucleotide containing three substitutions of 2′-deoxyformycin A displayed a
10-fold increase in binding affinity as compared to its unmodified counterpart. This provided
a method to accommodate CG inversion sites within target sites for antiparallel triple helix
formation.
Abstract
N7-Benzoyl-2′-deoxyformycin A (5) was prepared from formycin A and incorporated into the triple helix forming oligonucleotide PRE2ap at CG inversion sites. The modified oligonucleotide containing three substitutions of 2′-deoxyformycin A displayed a 10-fold increase in binding affinity as compared to its unmodified counterpart. This provided a method to accommodate CG inversion sites within target sites for antiparallel triple helix formation.
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