Tracking the formation of supramolecular G-quadruplexes via self-assembly enhanced emission

被引：2
作者：
Silva-Brenes, Diana
Delgado, Loruhama
Rivera, Jose M. [1 ]
机构：
[1] Univ Puerto Rico Rio Piedras, Dept Chem, San Juan, PR 00926 USA
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 04期
基金：
美国国家科学基金会;
关键词：
RESONANCE ENERGY-TRANSFER; AGGREGATION-INDUCED EMISSION; FLUORESCENT-PROBES; DERIVATIVES; GUANOSINE; LIBRARIES; DESIGN; DYES; DNA;
D O I：
10.1039/c6ob02586b
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We report the synthesis and self-assembly of two lipophilic 2'-deoxyguanosine (G) derivatives whose fluorescence intensity is modulated by self-assembly into supramolecular G-quadruplexes (SGQs). Whereas both derivatives self-assemble isostructurally, one shows up to 100% emission enhancement while the other shows an initial enhancement, followed by 10% quenching. Thus, the rotational restrictions resulting from self-assembly are enough to induce significant changes in emission, but it is critical to consider the specific interactions between fluorophores since they will determine the ultimate emission signature. These findings could open the door to the development of luminescent supramolecular sensors and probes.
引用
收藏
页码：782 / 786
页数：5
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  • [1] Assembly and exchange of resorcinarene capsules monitored by fluorescence resonance energy transfer
    Barrett, Elizabeth S.
    Dale, Trevor J.
    Rebek, Julius, Jr.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (13) : 3818 - +
  • [2] Identification of Novel Quadruplex Ligands from Small Molecule Libraries by FRET-Based High-Throughput Screening
    Benz, Armin
    Singh, Vijay
    Mayer, Thomas U.
    Hartig, Joerg S.
    [J]. CHEMBIOCHEM, 2011, 12 (09) : 1422 - 1426
  • [3] Drug encapsulation within self-assembled microglobules formed by thermoresponsive supramolecules
    Betancourt, Jose E.
    Subramani, Chandramouleeswaran
    Serrano-Velez, Jose L.
    Rosa-Molinar, Eduardo
    Rotello, Vincent M.
    Rivera, Jose M.
    [J]. CHEMICAL COMMUNICATIONS, 2010, 46 (45) : 8537 - 8539
  • [4] Nonpolymeric Thermosensitive Supramolecules
    Betancourt, Jose E.
    Rivera, Jose M.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (46) : 16666 - +
  • [5] Solvent-Induced High Fidelity Switching Between Two Discrete Supramolecules
    Betancourt, Jose E.
    Martin-Hidalgo, Mariana
    Gubala, Vladimir
    Rivera, Jose M.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (09) : 3186 - +
  • [6] Dual fluorescent deoxyguanosine mimics for FRET detection of G-quadruplex folding
    Blanchard, Darian J. M.
    Cservenyi, Thomas Z.
    Manderville, Richard A.
    [J]. CHEMICAL COMMUNICATIONS, 2015, 51 (94) : 16829 - 16831
  • [7] Detection and mechanistic studies of multicomponent assembly by fluorescence resonance energy transfer
    Castellano, RK
    Craig, SL
    Nuckolls, C
    Rebek, J
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (33) : 7876 - 7882
  • [8] Supramolecular architectures generated by self-assembly of guanosine derivatives
    Davis, Jeffery T.
    Spada, Gian Piero
    [J]. CHEMICAL SOCIETY REVIEWS, 2007, 36 (02) : 296 - 313
  • [9] Bioprobes Based on AIE Fluorogens
    Ding, Dan
    Li, Kai
    Liu, Bin
    Tang, Ben Zhong
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2013, 46 (11) : 2441 - 2453
  • [10] Fluorescence Properties of 8-(2-Pyridyl)guanine "2PyG" as Compared to 2-Aminopurine in DNA
    Dumas, Anaelle
    Luedtke, Nathan W.
    [J]. CHEMBIOCHEM, 2011, 12 (13) : 2044 - 2051
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