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http://hdl.handle.net/2445/48338
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DC Field | Value | Language |
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dc.contributor.author | Artigas Solé, Gerard | - |
dc.contributor.author | Marchán Sancho, Vicente | - |
dc.date.accessioned | 2013-12-05T12:01:14Z | - |
dc.date.available | 2014-10-02T22:01:39Z | - |
dc.date.issued | 2013-10-02 | - |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.uri | http://hdl.handle.net/2445/48338 | - |
dc.description.abstract | The design and synthesis of two Janus-type heterocycles with the capacity to simultaneously recognize guanine and uracyl in G-U mismatched pairs through complementary hydrogen bond pairing is described. Both compounds were conveniently functionalized with a carboxylic function and efficiently attached to a tripeptide sequence by using solid-phase methodologies. Ligands based on the derivatization of such Janus compounds with a small aminoglycoside, neamine, and its guanidinylated analogue have been synthesized, and their interaction with Tau RNA has been investigated by using several biophysical techniques, including UV-monitored melting curves, fluorescence titration experiments, and 1H NMR. The overall results indicated that Janus-neamine/guanidinoneamine showed some preference for the +3 mutated RNA sequence associated with the development of some tauopathies, although preliminary NMR studies have not confirmed binding to G-U pairs. Moreover, a good correlation has been found between the RNA binding affinity of such Janus-containing ligands and their ability to stabilize this secondary structure upon complexation. | - |
dc.format.extent | 33 p. | - |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | American Chemical Society | - |
dc.relation.isformatof | Versió postprint del document publicat a: http://dx.doi.org/10.1021/jo401684j | - |
dc.relation.ispartof | Journal of Organic Chemistry, 2013, vol. 78, num. 21, p. 10666-10677 | - |
dc.relation.uri | http://dx.doi.org/10.1021/jo401684j | - |
dc.rights | (c) American Chemical Society , 2013 | - |
dc.source | Articles publicats en revistes (Química Inorgànica i Orgànica) | - |
dc.subject.classification | Bioquímica | - |
dc.subject.classification | Àcids nucleics | - |
dc.subject.classification | RNA | - |
dc.subject.classification | Espectrometria de masses | - |
dc.subject.classification | Dianes farmacològiques | - |
dc.subject.classification | Medicines alternatives | - |
dc.subject.other | Biochemistry | - |
dc.subject.other | Nucleic acids | - |
dc.subject.other | RNA | - |
dc.subject.other | Mass spectrometry | - |
dc.subject.other | Drug targeting | - |
dc.subject.other | Alternative medicine | - |
dc.title | Synthesis of Janus compounds for the recognition of G-U mismatched nucleobase pairs | eng |
dc.type | info:eu-repo/semantics/article | - |
dc.type | info:eu-repo/semantics/acceptedVersion | - |
dc.identifier.idgrec | 628541 | - |
dc.date.updated | 2013-12-05T11:42:41Z | - |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | - |
dc.identifier.pmid | 24087986 | - |
Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) |
Files in This Item:
File | Description | Size | Format | |
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628541.pdf | 603.56 kB | Adobe PDF | View/Open |
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