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Statements

Subject Item
n2:RIV%2F61388963%3A_____%2F14%3A00432944%21RIV15-AV0-61388963
rdf:type
n5:Vysledek skos:Concept
dcterms:description
Efficient synthesis of a building block for the incorporation of a bis-pyrene-modified unlocked nucleic acid (UNA) into oligonucleotides (DNA*) was developed. The presence of bispyrene- modified UNA within a duplex leads to duplex destabilization that is more profound in DNA*/RNA and less distinct in DNA*/DNA duplexes. Nevertheless, the destabilization effect of bis-pyrene-modified UNA is weaker than that of unmodified UNA. Some oligonucleotides with bis-pyrene-modified UNA incorporations displayed superior mismatch discrimination capabilities. UV/Vis absorption and molecular modeling studies indicate that the pyrene groups of bis-pyrene-modified UNA are located in the major groove of a duplex. Oligonucleotides containing two bis-pyrene-modified UNA monomers showed low pyrene monomer emission in bulge-containing duplexes, high pyrene monomer emission in fully matched duplexes, and 5(pyrenyl) uracil: pyrene exciplex emission in the single-stranded form. Such fluorescent properties enable the application of bis-pyrene-modified UNA in the development of fluorescence probes for DNA/RNA detection and for detection of deletions at specific positions. Efficient synthesis of a building block for the incorporation of a bis-pyrene-modified unlocked nucleic acid (UNA) into oligonucleotides (DNA*) was developed. The presence of bispyrene- modified UNA within a duplex leads to duplex destabilization that is more profound in DNA*/RNA and less distinct in DNA*/DNA duplexes. Nevertheless, the destabilization effect of bis-pyrene-modified UNA is weaker than that of unmodified UNA. Some oligonucleotides with bis-pyrene-modified UNA incorporations displayed superior mismatch discrimination capabilities. UV/Vis absorption and molecular modeling studies indicate that the pyrene groups of bis-pyrene-modified UNA are located in the major groove of a duplex. Oligonucleotides containing two bis-pyrene-modified UNA monomers showed low pyrene monomer emission in bulge-containing duplexes, high pyrene monomer emission in fully matched duplexes, and 5(pyrenyl) uracil: pyrene exciplex emission in the single-stranded form. Such fluorescent properties enable the application of bis-pyrene-modified UNA in the development of fluorescence probes for DNA/RNA detection and for detection of deletions at specific positions.
dcterms:title
Bis-Pyrene-Modified Unlocked Nucleic Acids: Synthesis, Hybridization Studies, and Fluorescent Properties Bis-Pyrene-Modified Unlocked Nucleic Acids: Synthesis, Hybridization Studies, and Fluorescent Properties
skos:prefLabel
Bis-Pyrene-Modified Unlocked Nucleic Acids: Synthesis, Hybridization Studies, and Fluorescent Properties Bis-Pyrene-Modified Unlocked Nucleic Acids: Synthesis, Hybridization Studies, and Fluorescent Properties
skos:notation
RIV/61388963:_____/14:00432944!RIV15-AV0-61388963
n3:aktivita
n13:I
n3:aktivity
I
n3:cisloPeriodika
9
n3:dodaniDat
n8:2015
n3:domaciTvurceVysledku
n14:1703404
n3:druhVysledku
n12:J
n3:duvernostUdaju
n11:S
n3:entitaPredkladatele
n17:predkladatel
n3:idSjednocenehoVysledku
5533
n3:idVysledku
RIV/61388963:_____/14:00432944
n3:jazykVysledku
n16:eng
n3:klicovaSlova
fluorescence; nucleic acid hybridization; oligonucleotides; pyrenes; unlocked nucleic acids
n3:klicoveSlovo
n4:fluorescence n4:nucleic%20acid%20hybridization n4:oligonucleotides n4:pyrenes n4:unlocked%20nucleic%20acids
n3:kodStatuVydavatele
DE - Spolková republika Německo
n3:kontrolniKodProRIV
[6300E6CC152C]
n3:nazevZdroje
ChemMedChem
n3:obor
n9:CC
n3:pocetDomacichTvurcuVysledku
1
n3:pocetTvurcuVysledku
4
n3:rokUplatneniVysledku
n8:2014
n3:svazekPeriodika
9
n3:tvurceVysledku
Perlíková, Pavla Wengel, J. Ejlersen, M. Langkjaer, N.
n3:wos
000341623300022
s:issn
1860-7179
s:numberOfPages
8
n15:doi
10.1002/cmdc.201402185