Theoretical calculations, synthesis and base pairing properties of oligonucleotides containing 8-amino-2'-deoxyadenosine
Open Access
- 1 May 1999
- journal article
- research article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 27 (9) , 1991-1998
- https://doi.org/10.1093/nar/27.9.1991
Abstract
Theoretical calculations on double and triple helices containing 8-amino-2′-deoxyadenosine were made to analyze the possible differences in base pairing properties between 8-aminoadenine and adenine. These calculations indicate a strong preferential stabilization of the triplex over the duplex when adenine is replaced by 8-aminoadenine. In addition, a protected phosphoramidite derivative of 8-amino-2′-deoxyadenosine was prepared for the introduction of 8-aminoadenine into synthetic oligonucleotides using the phosphite-triester approach. DNA triple helical structures are normally observed at acidic pH. However, when oligonucleotides carrying 8-aminoadenine are used, very stable triple helical structures can be observed even at neutral pH. Biological applications of triple helices could benefit from the use of 8-aminoadenine derivatives.This publication has 25 references indexed in Scilit:
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