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Statements

Subject Item
n2:RIV%2F61388963%3A_____%2F14%3A00427579%21RIV15-AV0-61388963
rdf:type
skos:Concept n17:Vysledek
dcterms:description
The synthesis of two new phosphoramidite building blocks for the incorporation of 5-(pyren-1-yl)uracilyl unlocked nucleic acid (UNA) monomers into oligonucleotides has been developed. Monomers containing a pyrene-modified nucleobase component were found to destabilize an i-motif structure at pH 5.2, both under molecular crowding and noncrowding conditions. The presence of the pyrene-modified UNA monomers in DNA strands led to decreases in the thermal stabilities of DNA*/DNA and DNA*/RNA duplexes, but these duplexes' thermal stabilities were better than those of duplexes containing unmodified UNA monomers. Pyrene-modified UNA monomers incorporated in bulges were able to stabilize DNA*/DNA duplexes due to intercalation of the pyrene moiety into the duplexes. Steady-state fluorescence emission studies of oligonucleotides containing pyrene-modified UNA monomers revealed decreases in fluorescence intensities upon hybridization to DNA or RNA. Efficient quenching of fluorescence of pyrene-modified UNA monomers was observed after formation of i-motif structures at pH 5.2. The stabilizing/destabilizing effect of pyrene-modified nucleic acids might be useful for designing antisense oligonucleotides and hybridization probes. The synthesis of two new phosphoramidite building blocks for the incorporation of 5-(pyren-1-yl)uracilyl unlocked nucleic acid (UNA) monomers into oligonucleotides has been developed. Monomers containing a pyrene-modified nucleobase component were found to destabilize an i-motif structure at pH 5.2, both under molecular crowding and noncrowding conditions. The presence of the pyrene-modified UNA monomers in DNA strands led to decreases in the thermal stabilities of DNA*/DNA and DNA*/RNA duplexes, but these duplexes' thermal stabilities were better than those of duplexes containing unmodified UNA monomers. Pyrene-modified UNA monomers incorporated in bulges were able to stabilize DNA*/DNA duplexes due to intercalation of the pyrene moiety into the duplexes. Steady-state fluorescence emission studies of oligonucleotides containing pyrene-modified UNA monomers revealed decreases in fluorescence intensities upon hybridization to DNA or RNA. Efficient quenching of fluorescence of pyrene-modified UNA monomers was observed after formation of i-motif structures at pH 5.2. The stabilizing/destabilizing effect of pyrene-modified nucleic acids might be useful for designing antisense oligonucleotides and hybridization probes.
dcterms:title
Unlocked Nucleic Acids with a Pyrene-Modified Uracil: Synthesis, Hybridization Studies, Fluorescent Properties and i-Motif Stability Unlocked Nucleic Acids with a Pyrene-Modified Uracil: Synthesis, Hybridization Studies, Fluorescent Properties and i-Motif Stability
skos:prefLabel
Unlocked Nucleic Acids with a Pyrene-Modified Uracil: Synthesis, Hybridization Studies, Fluorescent Properties and i-Motif Stability Unlocked Nucleic Acids with a Pyrene-Modified Uracil: Synthesis, Hybridization Studies, Fluorescent Properties and i-Motif Stability
skos:notation
RIV/61388963:_____/14:00427579!RIV15-AV0-61388963
n3:aktivita
n14:I
n3:aktivity
I
n3:cisloPeriodika
1
n3:dodaniDat
n9:2015
n3:domaciTvurceVysledku
n8:1703404
n3:druhVysledku
n10:J
n3:duvernostUdaju
n16:S
n3:entitaPredkladatele
n6:predkladatel
n3:idSjednocenehoVysledku
52019
n3:idVysledku
RIV/61388963:_____/14:00427579
n3:jazykVysledku
n7:eng
n3:klicovaSlova
fluorescence; i-motifs; nucleic acid hybridization; oligonucleotides; unlocked nucleic acids
n3:klicoveSlovo
n4:fluorescence n4:i-motifs n4:unlocked%20nucleic%20acids n4:nucleic%20acid%20hybridization n4:oligonucleotides
n3:kodStatuVydavatele
DE - Spolková republika Německo
n3:kontrolniKodProRIV
[16B3C5F1E851]
n3:nazevZdroje
Chembiochem
n3:obor
n12:CE
n3:pocetDomacichTvurcuVysledku
1
n3:pocetTvurcuVysledku
4
n3:rokUplatneniVysledku
n9:2014
n3:svazekPeriodika
15
n3:tvurceVysledku
Perlíková, Pavla Karlsen, K. K. Pedersen, E. B. Wengel, J.
n3:wos
000328682000018
s:issn
1439-4227
s:numberOfPages
11
n5:doi
10.1002/cbic.201300567