Fluorescent oligonucleotides containing a 2-ethynylfluorene- or 2-ethynylfluorenone-labeled 2′-deoxyguanosine unit: Fluorescence changes upon duplex formation

Min Ji Kim; Gil Tae Hwang

doi:10.1002/bkcs.10856

Fluorescent oligonucleotides containing a 2-ethynylfluorene- or 2-ethynylfluorenone-labeled 2′-deoxyguanosine unit: Fluorescence changes upon duplex formation

Min Ji Kim, Gil Tae Hwang

Kyungpook National University

Research output: Contribution to journal › Article › peer-review

1 Scopus citations

Abstract

Two new DNA probes bearing a fluorescent deoxyguanosine unit labeled with 2-ethynylfluorene (G^FL) or 2-ethynylfluorenone (G^FO) were synthesized and examined for their efficiency as quencher-free linear beacon probes. Oligodeoxynucleotides (ODNs) containing a G^FL or G^FO unit exhibit low thermal selectivity and few distinctive fluorescence changes upon duplex formation due to the syn conformation about the glycosidic bond. An exciplex emission was observed when the G^FL unit of ODNs bearing adenine flanking bases was positioned opposite to the adenine nucleobases.

Original language	English
Pages (from-to)	1290-1297
Number of pages	8
Journal	Bulletin of the Korean Chemical Society
Volume	37
Issue number	8
DOIs	https://doi.org/10.1002/bkcs.10856
State	Published - 1 Aug 2016

Keywords

Deoxyguanosine
DNA probes
Fluorene
Fluorescent nucleotides
Nucleic acids

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10.1002/bkcs.10856

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title = "Fluorescent oligonucleotides containing a 2-ethynylfluorene- or 2-ethynylfluorenone-labeled 2′-deoxyguanosine unit: Fluorescence changes upon duplex formation",

abstract = "Two new DNA probes bearing a fluorescent deoxyguanosine unit labeled with 2-ethynylfluorene (GFL) or 2-ethynylfluorenone (GFO) were synthesized and examined for their efficiency as quencher-free linear beacon probes. Oligodeoxynucleotides (ODNs) containing a GFL or GFO unit exhibit low thermal selectivity and few distinctive fluorescence changes upon duplex formation due to the syn conformation about the glycosidic bond. An exciplex emission was observed when the GFL unit of ODNs bearing adenine flanking bases was positioned opposite to the adenine nucleobases.",

keywords = "Deoxyguanosine, DNA probes, Fluorene, Fluorescent nucleotides, Nucleic acids",

author = "Kim, {Min Ji} and Hwang, {Gil Tae}",

note = "Publisher Copyright: {\textcopyright} 2016 Korean Chemical Society, Seoul & Wiley-VCH Verlag GmbH & Co. KGaA.",

year = "2016",

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doi = "10.1002/bkcs.10856",

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T1 - Fluorescent oligonucleotides containing a 2-ethynylfluorene- or 2-ethynylfluorenone-labeled 2′-deoxyguanosine unit

T2 - Fluorescence changes upon duplex formation

AU - Kim, Min Ji

AU - Hwang, Gil Tae

PY - 2016/8/1

Y1 - 2016/8/1

N2 - Two new DNA probes bearing a fluorescent deoxyguanosine unit labeled with 2-ethynylfluorene (GFL) or 2-ethynylfluorenone (GFO) were synthesized and examined for their efficiency as quencher-free linear beacon probes. Oligodeoxynucleotides (ODNs) containing a GFL or GFO unit exhibit low thermal selectivity and few distinctive fluorescence changes upon duplex formation due to the syn conformation about the glycosidic bond. An exciplex emission was observed when the GFL unit of ODNs bearing adenine flanking bases was positioned opposite to the adenine nucleobases.

AB - Two new DNA probes bearing a fluorescent deoxyguanosine unit labeled with 2-ethynylfluorene (GFL) or 2-ethynylfluorenone (GFO) were synthesized and examined for their efficiency as quencher-free linear beacon probes. Oligodeoxynucleotides (ODNs) containing a GFL or GFO unit exhibit low thermal selectivity and few distinctive fluorescence changes upon duplex formation due to the syn conformation about the glycosidic bond. An exciplex emission was observed when the GFL unit of ODNs bearing adenine flanking bases was positioned opposite to the adenine nucleobases.

KW - Deoxyguanosine

KW - DNA probes

KW - Fluorene

KW - Fluorescent nucleotides

KW - Nucleic acids

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DO - 10.1002/bkcs.10856

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SN - 0253-2964

VL - 37

SP - 1290

EP - 1297

JO - Bulletin of the Korean Chemical Society

JF - Bulletin of the Korean Chemical Society

IS - 8

ER -

Fluorescent oligonucleotides containing a 2-ethynylfluorene- or 2-ethynylfluorenone-labeled 2′-deoxyguanosine unit: Fluorescence changes upon duplex formation

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