Synthesis, hybridization and fluorescence properties of a 2'-C-pyrene-triazole modified arabino-uridine nucleotide

Pawan Kumar, Pawan K. Sharma, Poul Nielsen*

*Kontaktforfatter for dette arbejde

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Resumé

A new pyrene-modified nucleotide monomer is introduced, wherein pyrene is attached to the 2'-position of arabino-uridine through a triazolemethyl linker. When the monomer is introduced into oligonucleotides, very stable DNA duplexes and three way junctions are obtained. An oligonucleotide featuring two modifications in the center shows four-fold increase in the intensity of the pyrene excimer signal on hybridization with an RNA target but not with a DNA target. The new nucleotide monomer has potential in DNA invader probes as well as in RNA targeting and detection.

OriginalsprogEngelsk
TidsskriftBioorganic & Medicinal Chemistry
Vol/bind25
Udgave nummer7
Sider (fra-til)2084–2090
ISSN0968-0896
DOI
StatusUdgivet - 2017

Fingeraftryk

Uracil Nucleotides
Triazoles
Monomers
Fluorescence
Oligonucleotides
Nucleotides
RNA
Uridine
DNA
DNA Probes
pyrene

Citer dette

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title = "Synthesis, hybridization and fluorescence properties of a 2'-C-pyrene-triazole modified arabino-uridine nucleotide",
abstract = "A new pyrene-modified nucleotide monomer is introduced, wherein pyrene is attached to the 2'-position of arabino-uridine through a triazolemethyl linker. When the monomer is introduced into oligonucleotides, very stable DNA duplexes and three way junctions are obtained. An oligonucleotide featuring two modifications in the center shows four-fold increase in the intensity of the pyrene excimer signal on hybridization with an RNA target but not with a DNA target. The new nucleotide monomer has potential in DNA invader probes as well as in RNA targeting and detection.",
keywords = "Click chemistry, Fluorescent probes, Pyrene, RNA targeting, Three way junctions",
author = "Pawan Kumar and Sharma, {Pawan K.} and Poul Nielsen",
year = "2017",
doi = "10.1016/j.bmc.2017.02.011",
language = "English",
volume = "25",
pages = "2084–2090",
journal = "Bioorganic & Medicinal Chemistry",
issn = "0968-0896",
publisher = "Pergamon Press",
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Synthesis, hybridization and fluorescence properties of a 2'-C-pyrene-triazole modified arabino-uridine nucleotide. / Kumar, Pawan; Sharma, Pawan K.; Nielsen, Poul.

I: Bioorganic & Medicinal Chemistry, Bind 25, Nr. 7, 2017, s. 2084–2090.

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer review

TY - JOUR

T1 - Synthesis, hybridization and fluorescence properties of a 2'-C-pyrene-triazole modified arabino-uridine nucleotide

AU - Kumar, Pawan

AU - Sharma, Pawan K.

AU - Nielsen, Poul

PY - 2017

Y1 - 2017

N2 - A new pyrene-modified nucleotide monomer is introduced, wherein pyrene is attached to the 2'-position of arabino-uridine through a triazolemethyl linker. When the monomer is introduced into oligonucleotides, very stable DNA duplexes and three way junctions are obtained. An oligonucleotide featuring two modifications in the center shows four-fold increase in the intensity of the pyrene excimer signal on hybridization with an RNA target but not with a DNA target. The new nucleotide monomer has potential in DNA invader probes as well as in RNA targeting and detection.

AB - A new pyrene-modified nucleotide monomer is introduced, wherein pyrene is attached to the 2'-position of arabino-uridine through a triazolemethyl linker. When the monomer is introduced into oligonucleotides, very stable DNA duplexes and three way junctions are obtained. An oligonucleotide featuring two modifications in the center shows four-fold increase in the intensity of the pyrene excimer signal on hybridization with an RNA target but not with a DNA target. The new nucleotide monomer has potential in DNA invader probes as well as in RNA targeting and detection.

KW - Click chemistry

KW - Fluorescent probes

KW - Pyrene

KW - RNA targeting

KW - Three way junctions

U2 - 10.1016/j.bmc.2017.02.011

DO - 10.1016/j.bmc.2017.02.011

M3 - Journal article

VL - 25

SP - 2084

EP - 2090

JO - Bioorganic & Medicinal Chemistry

JF - Bioorganic & Medicinal Chemistry

SN - 0968-0896

IS - 7

ER -