Synthesis and characterization of a fluorescent adenosine derivative for detection of intermolecular RNA G-quadruplexes

被引:17
作者
Kim, In Sun [1 ]
Seo, Young Jun [1 ]
机构
[1] Chonbuk Natl Univ, Dept Chem, Jeonju 561756, South Korea
关键词
RNA; G-quadruplex; Oligonucleotide; Fluorophore; Intermolecular; REPEAT-CONTAINING RNA; ELECTRON-TRANSFER; C-MYC; DNA; PYRENE; TELOMERES; TRANSCRIPTION; REGION; TRANSLATION; NUCLEOSIDE;
D O I
10.1016/j.tetlet.2014.01.048
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We synthesized a fluorescent adenosine derivative, rA(PY), as a probe to study RNA structural transitions, in particular the intermolecular G-quadruplex formation. rA(PY) was incorporated into the dangling positions of guanine-rich oligonucleotides, which under physiological conditions undergo pi-stacking on top of each other exhibiting a strong emission signal in their G-quadruplex conformation, but not in their single-stranded state. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1461 / 1463
页数:3
相关论文
共 50 条
[31]   Targeted Detection of G-Quadruplexes in Cellular RNAs [J].
Kwok, Chun Kit ;
Balasubramanian, Shankar .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (23) :6751-6754
[32]   RNA G-quadruplexes are globally unfolded in eukaryotic cells and depleted in bacteria [J].
Guo, Junjie U. ;
Bartel, David P. .
SCIENCE, 2016, 353 (6306)
[33]   RNA G-quadruplexes and their potential regulatory roles in translation [J].
Song, Jingwen ;
Perreault, Jean-Pierre ;
Topisirovic, Ivan ;
Richard, Stephane .
TRANSLATION, 2016, 4 (02)
[34]   Detecting RNA G-Quadruplexes (rG4s) in the Transcriptome [J].
Kwok, Chun Kit ;
Marsico, Giovanni ;
Balasubramanian, Shankar .
COLD SPRING HARBOR PERSPECTIVES IN BIOLOGY, 2018, 10 (07)
[35]   Heterochromatin protein 1α interacts with parallel RNA and DNA G-quadruplexes [J].
Roach, Ruby J. ;
Garavis, Miguel ;
Gonzalez, Carlos ;
Jameson, Geoffrey B. ;
Filichev, Vyacheslav V. ;
Hale, Tracy K. .
NUCLEIC ACIDS RESEARCH, 2020, 48 (02) :682-693
[36]   Inosine Substitutions in RNA Activate Latent G-Quadruplexes [J].
Hagen, Timo ;
Laski, Artur ;
Bruemmer, Anneke ;
Pruska, Adam ;
Schloesser, Verena ;
Clery, Antoine ;
Allain, Frederic H-T ;
Zenobi, Renato ;
Bergmann, Sven ;
Hall, Jonathan .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2021, 143 (37) :15120-15130
[37]   RNA G-quadruplexes and stress: emerging mechanisms and functions [J].
Kharel, Prakash ;
Ivanov, Pavel .
TRENDS IN CELL BIOLOGY, 2024, 34 (09) :771-784
[38]   Tracking the Dynamic Folding and Unfolding of RNA G-Quadruplexes in Live Cells [J].
Chen, Xiu-Cai ;
Chen, Shuo-Bin ;
Dai, Jing ;
Yuan, Jia-Hao ;
Ou, Tian-Miao ;
Huang, Zhi-Shu ;
Tan, Jia-Heng .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (17) :4702-4706
[39]   Design and Synthesis of a Berberine Dimer: A Fluorescent Ligand with High Affinity towards G-Quadruplexes [J].
Tera, Masayuki ;
Hirokawa, Takatsugu ;
Okabe, Sachiko ;
Sugahara, Kohtaro ;
Seimiya, Hiroyuki ;
Shimamoto, Keiko .
CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (41) :14519-14528
[40]   Synthetic G-Quartets as Versatile Nanotools for the Luminescent Detection of G-Quadruplexes [J].
Laguerre, Aurelien ;
Levillain, Marine ;
Stefan, Loic ;
Haudecoeur, Romain ;
Katranji, Fares ;
Pirrotta, Marc ;
Monchaud, David .
CHIMIA, 2015, 69 (09) :530-536