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. 1992 May 1;89(9):3761-4.
doi: 10.1073/pnas.89.9.3761.

Oligonucleotide-mediated triple helix formation using an N3-protonated deoxycytidine analog exhibiting pH-independent binding within the physiological range

S H Krawczyk  1 , J F Milligan, S Wadwani, C Moulds, B C Froehler, M D Matteucci
Affiliations

Oligonucleotide-mediated triple helix formation using an N3-protonated deoxycytidine analog exhibiting pH-independent binding within the physiological range

S H Krawczyk et al. Proc Natl Acad Sci U S A. .

Abstract

Triple helix formation with pyrimidine deoxyoligonucleotides for the sequence-specific recognition of DNA duplex targets suffers from a decrease in affinity as the pH of the medium increases to that of physiological fluids. A solution to this problem has been identified and entails the substitution of N6-methyl-8-oxo-2'-deoxyadenosine (M) for the 5-methyl-deoxycytosine base residues. The triple helix forming ability of an oligonucleotide consisting of thymidine and M residues is pH independent in the physiological range. Furthermore, M has been found to be superior to the previously used 5-methyldeoxycytidine and deoxyguanosine in conferring increased affinity for duplex DNA under physiological salt conditions.

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References

    1. Biochemistry. 1991 Sep 24;30(38):9246-55 - PubMed
    1. J Mol Biol. 1966 Sep;20(2):359-89 - PubMed
    1. Science. 1991 Mar 15;251(4999):1360-3 - PubMed
    1. Bioconjug Chem. 1990 May-Jun;1(3):165-87 - PubMed
    1. Proc Natl Acad Sci U S A. 1990 Dec;87(23):9436-40 - PubMed

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