Bis-Pyrene-Modified Unlocked Nucleic Acids: Synthesis, Hybridization Studies, and Fluorescent Properties

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F14%3A00432944" target="_blank" >RIV/61388963:_____/14:00432944 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1002/cmdc.201402185" target="_blank" >http://dx.doi.org/10.1002/cmdc.201402185</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/cmdc.201402185" target="_blank" >10.1002/cmdc.201402185</a>

Result language

angličtina

Original language name

Bis-Pyrene-Modified Unlocked Nucleic Acids: Synthesis, Hybridization Studies, and Fluorescent Properties

Original language 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 ismore 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 enabl

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

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Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2014

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

ChemMedChem

ISSN

1860-7179

e-ISSN

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Volume of the periodical

9

Issue of the periodical within the volume

9

Country of publishing house

DE - GERMANY

Number of pages

8

Pages from-to

2120-2127

UT code for WoS article

000341623300022

EID of the result in the Scopus database

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