Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/84061
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dc.contributor.authorToh, Desiree-Faye Kaixinen
dc.contributor.authorDevi, Gitalien
dc.contributor.authorPatil, Kiran M.en
dc.contributor.authorQu, Qiuyuen
dc.contributor.authorMaraswami, Manikanthaen
dc.contributor.authorXiao, Yunyunen
dc.contributor.authorLoh, Teck Pengen
dc.contributor.authorZhao, Yanlien
dc.contributor.authorChen, Gangen
dc.date.accessioned2017-07-19T03:52:31Zen
dc.date.accessioned2019-12-06T15:37:31Z-
dc.date.available2017-07-19T03:52:31Zen
dc.date.available2019-12-06T15:37:31Z-
dc.date.issued2016en
dc.identifier.citationToh, D.-F. K., Devi, G., Patil, K. M., Qu, Q., Maraswami, M., Xiao, Y., et al. (2016). Incorporating a guanidine-modified cytosine base into triplex-forming PNAs for the recognition of a C-G pyrimidine–purine inversion site of an RNA duplex. Nucleic Acids Research, 44 (19), 9071-9082.en
dc.identifier.issn0305-1048en
dc.identifier.urihttps://hdl.handle.net/10356/84061-
dc.description.abstractRNA duplex regions are often involved in tertiary interactions and protein binding and thus there is great potential in developing ligands that sequence-specifically bind to RNA duplexes. We have developed a convenient synthesis method for a modified peptide nucleic acid (PNA) monomer with a guanidine-modified 5-methyl cytosine base. We demonstrated by gel electrophoresis, fluorescence and thermal melting experiments that short PNAs incorporating the modified residue show high binding affinity and sequence specificity in the recognition of an RNA duplex containing an internal inverted Watson-Crick C-G base pair. Remarkably, the relatively short PNAs show no appreciable binding to DNA duplexes or single-stranded RNAs. The attached guanidine group stabilizes the base triple through hydrogen bonding with the G base in a C-G pair. Selective binding towards an RNA duplex over a single-stranded RNA can be rationalized by the fact that alkylation of the amine of a 5-methyl C base blocks the Watson–Crick edge. PNAs incorporating multiple guanidine-modified cytosine residues are able to enter HeLa cells without any transfection agent.en
dc.description.sponsorshipNRF (Natl Research Foundation, S’pore)en
dc.description.sponsorshipMOE (Min. of Education, S’pore)en
dc.format.extent12 p.en
dc.language.isoenen
dc.relation.ispartofseriesNucleic Acids Researchen
dc.rights© 2016 The Author(s). Published by Oxford University Press on behalf of Nucleic Acids Research. This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by-nc/4.0/), which permits non-commercial re-use, distribution, and reproduction in any medium, provided the original work is properly cited. For commercial re-use, please contact journals.permissions@oup.comen
dc.subjectCytosineen
dc.subjectDNAen
dc.titleIncorporating a guanidine-modified cytosine base into triplex-forming PNAs for the recognition of a C-G pyrimidine–purine inversion site of an RNA duplexen
dc.typeJournal Articleen
dc.contributor.schoolSchool of Physical and Mathematical Sciencesen
dc.identifier.doi10.1093/nar/gkw778en
dc.description.versionPublished versionen
dc.identifier.pmid27596599-
item.fulltextWith Fulltext-
item.grantfulltextopen-
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