Source:http://linkedlifedata.com/resource/pubmed/id/19739223
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
39
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pubmed:dateCreated |
2009-10-5
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pubmed:abstractText |
Oligonucleotides composed of 1',5'-anhydro-arabino-hexitol nucleosides belonging to the L series (L-HNA) were prepared and preliminarily studied as a novel potential base-pairing system. Synthesis of enantiopure L-hexitol nucleotide monomers equipped with a 2'-(N(6)-benzoyladenin-9-yl) or a 2'-(thymin-1-yl) moiety was carried out by a de novo approach based on a domino reaction as key step. The L oligonucleotide analogues were evaluated in duplex formation with natural complements as well as with unnatural sugar-modified oligonucleotides. In many cases stable homo- and heterochiral associations were found. Besides T(m) measurements, detection of heterochiral complexes was unambiguously confirmed by LC-MS studies. Interestingly, circular dichroism measurements of the most stable duplexes suggested that L-HNA form left-handed helices with both D and L oligonucleotides.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Arabinose,
http://linkedlifedata.com/resource/pubmed/chemical/DNA,
http://linkedlifedata.com/resource/pubmed/chemical/Nucleic Acids,
http://linkedlifedata.com/resource/pubmed/chemical/Nucleosides,
http://linkedlifedata.com/resource/pubmed/chemical/Oligonucleotides
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pubmed:status |
MEDLINE
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pubmed:month |
Oct
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pubmed:issn |
1521-3765
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pubmed:author | |
pubmed:issnType |
Electronic
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pubmed:day |
5
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pubmed:volume |
15
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
10121-31
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pubmed:meshHeading |
pubmed-meshheading:19739223-Arabinose,
pubmed-meshheading:19739223-Base Pairing,
pubmed-meshheading:19739223-Base Sequence,
pubmed-meshheading:19739223-Binding Sites,
pubmed-meshheading:19739223-DNA,
pubmed-meshheading:19739223-Models, Molecular,
pubmed-meshheading:19739223-Nucleic Acid Conformation,
pubmed-meshheading:19739223-Nucleic Acids,
pubmed-meshheading:19739223-Nucleosides,
pubmed-meshheading:19739223-Oligonucleotides,
pubmed-meshheading:19739223-Stereoisomerism
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pubmed:year |
2009
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pubmed:articleTitle |
Synthesis and base pairing properties of 1',5'-anhydro-L-hexitol nucleic acids (L-HNA).
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pubmed:affiliation |
Dipartimento di Chimica Organica e Biochimica, Università Federico II, Napoli, via Cinthia 4, 80126 Napoli, Italy.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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