Aza-Macrocyclic Triphenylamine Ligands for G-Quadruplex Recognition

被引：18
|
作者：
Pont, Isabel [1 ,2 ]
Gonzalez-Garcia, Jorge [1 ,2 ]
Inclan, Mario [1 ]
Reynolds, Matthew [2 ]
Delgado-Pinar, Estefania [1 ]
Teresa Albelda, M. [1 ,3 ]
Vilar, Ramon [2 ]
Garcia-Espana, Enrique [1 ]
机构：
[1] Univ Valencia, Inst Mol Sci, Dept Inorgan Chem, Catedrat Jose Beltran 2, Paterna 46980, Spain
[2] Imperial Coll London, Dept Chem, London SW7 2AZ, England
[3] IIS La Fe, GIBI2030, Grp Invest Biomed Imagen, Valencia, Spain
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2018年 / 24卷 / 42期
关键词：
aggregation; amines; DNA; fluorescent probes; G-quadruplexes; macrocyclic ligands; AGGREGATION-INDUCED EMISSION; INTRAMOLECULAR CHARGE-TRANSFER; ANTICANCER DRUG DESIGN; EQUILIBRIUM-CONSTANTS; 2-PHOTON ABSORPTION; CIRCULAR-DICHROISM; FLUORESCENT-PROBES; PROMOTER REGION; FORMING REGION; GRAPHENE OXIDE;
D O I：
10.1002/chem.201802077
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new series of triphenylamine-based ligands with one (TPA1PY), two (TPA2PY) or three pendant aza-macrocycle(s) (TPA3PY) has been synthesised and studied by means of pH-metric titrations, UV/Vis spectroscopy and fluorescence experiments. The affinity of these ligands for G-quadruplex (G4) DNA and the selectivity they show for G4s over duplex DNA were investigated by Forster resonance energy transfer (FRET) melting assays, fluorimetric titrations and circular dichroism spectroscopy. Interestingly, the interactions of the bi- and especially the tri-branched ligands with G4s lead to a very intense redshifted fluorescence emission band that may be associated with intermolecular aggregation between the molecule and DNA. This light-up effect allows the application of the ligands as fluorescence probes to selectively detect G4s.
引用
收藏
页码：10850 / 10858
页数：9
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