Pyrene-labeled deoxyuridine and deoxyadenosine: Fluorescent discriminating phenomena in their oligonucleotides

Gil Tae Hwang; Young Jun Seo; Byeang Hyean Kim

doi:10.1016/j.tetlet.2005.01.015

Pyrene-labeled deoxyuridine and deoxyadenosine: Fluorescent discriminating phenomena in their oligonucleotides

Gil Tae Hwang
, Young Jun Seo
, Byeang Hyean Kim

Pohang University of Science and Technology

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

48 Scopus citations

Abstract

Pyrene-labeled deoxyuridine (U^P) and deoxyadenosine (A ^P) units, which are substituted at the C-5 and C-8 positions, respectively, are fluorescent unnatural nucleosides. When duplexes are formed, these nucleobases feature strong and stable interstrand stacking interactions between the two pyrene units, which compensate for the loss of hydrogen bonding and induce characteristic pyrene excimer emissions.

Original language	English
Pages (from-to)	1475-1477
Number of pages	3
Journal	Tetrahedron Letters
Volume	46
Issue number	9
DOIs	https://doi.org/10.1016/j.tetlet.2005.01.015
State	Published - 28 Feb 2005

Keywords

Excimer
Fluorescence
Interstrand stacking
Nucleotides

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10.1016/j.tetlet.2005.01.015

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title = "Pyrene-labeled deoxyuridine and deoxyadenosine: Fluorescent discriminating phenomena in their oligonucleotides",

abstract = "Pyrene-labeled deoxyuridine (UP) and deoxyadenosine (A P) units, which are substituted at the C-5 and C-8 positions, respectively, are fluorescent unnatural nucleosides. When duplexes are formed, these nucleobases feature strong and stable interstrand stacking interactions between the two pyrene units, which compensate for the loss of hydrogen bonding and induce characteristic pyrene excimer emissions.",

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T1 - Pyrene-labeled deoxyuridine and deoxyadenosine

T2 - Fluorescent discriminating phenomena in their oligonucleotides

AU - Hwang, Gil Tae

AU - Seo, Young Jun

AU - Kim, Byeang Hyean

PY - 2005/2/28

Y1 - 2005/2/28

N2 - Pyrene-labeled deoxyuridine (UP) and deoxyadenosine (A P) units, which are substituted at the C-5 and C-8 positions, respectively, are fluorescent unnatural nucleosides. When duplexes are formed, these nucleobases feature strong and stable interstrand stacking interactions between the two pyrene units, which compensate for the loss of hydrogen bonding and induce characteristic pyrene excimer emissions.

AB - Pyrene-labeled deoxyuridine (UP) and deoxyadenosine (A P) units, which are substituted at the C-5 and C-8 positions, respectively, are fluorescent unnatural nucleosides. When duplexes are formed, these nucleobases feature strong and stable interstrand stacking interactions between the two pyrene units, which compensate for the loss of hydrogen bonding and induce characteristic pyrene excimer emissions.

KW - Excimer

KW - Fluorescence

KW - Interstrand stacking

KW - Nucleotides

UR - https://www.scopus.com/pages/publications/13444279008

U2 - 10.1016/j.tetlet.2005.01.015

DO - 10.1016/j.tetlet.2005.01.015

M3 - Article

AN - SCOPUS:13444279008

SN - 0040-4039

VL - 46

SP - 1475

EP - 1477

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 9

ER -

Pyrene-labeled deoxyuridine and deoxyadenosine: Fluorescent discriminating phenomena in their oligonucleotides

Abstract

Keywords

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