Templated Synthesis of Peptide Nucleic Acids via Sequence-Selective Base-Filling Reactions

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Templated Synthesis of Peptide Nucleic Acids via Sequence-Selective Base-Filling Reactions

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Title: Templated Synthesis of Peptide Nucleic Acids via Sequence-Selective Base-Filling Reactions
Author: Heemstra, Jennifer M.; Liu, David Ruchien

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Citation: Heemstra, Jennifer M. and David R. Liu. 2009. Templated Synthesis of Peptide Nucleic Acids via Sequence-Selective Base-Filling Reactions. Journal of the American Chemical Society 131: 11347-11349.
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Abstract: The templated synthesis of nucleic acids has previously been achieved through the backbone ligation of preformed nucleotide monomers or oligomers. In contrast, here we demonstrate templated nucleic acid synthesis using a base-filling approach in which individual bases are added to abasic sites of a peptide nucleic acid (PNA). Because nucleobase substrates in this approach are not self-reactive, a base-filling approach may reduce the formation of nontemplated reaction products. Using either reductive amination or amine acylation chemistries, we observed efficient and selective addition of each of the four nucleobases to an abasic site in the middle of the PNA strand. We also describe the addition of single nucleobases to the end of a PNA strand through base filling, as well as the tandem addition of two bases to the middle of the PNA strand. These findings represent an experimental foundation for nonenzymatic information transfer through base filling.
Published Version: doi:10.1021/ja904712t
Other Sources: http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2726731/pdf/
Terms of Use: This article is made available under the terms and conditions applicable to Open Access Policy Articles, as set forth at http://nrs.harvard.edu/urn-3:HUL.InstRepos:dash.current.terms-of-use#OAP
Citable link to this page: http://nrs.harvard.edu/urn-3:HUL.InstRepos:4459931

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  • FAS Scholarly Articles [6902]
    Peer reviewed scholarly articles from the Faculty of Arts and Sciences of Harvard University
 
 

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