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Aza-macrocyclic triphenylamine ligands for G-quadruplex recognition
| File | Description | Size | Format | |
|---|---|---|---|---|
 Chemistry_TPA Ligands_AuthorsCopy.docx | Accepted version | 1.78 MB | Microsoft Word | View/Open |
| ESI - TPA Ligands_AuthorsCopy.docx | Supporting information | 2.94 MB | Microsoft Word | View/Open |
| Title: | Aza-macrocyclic triphenylamine ligands for G-quadruplex recognition |
| Authors: | Pont, I González-García, J Inclán, M Reynolds, M Delgado-Pinar, E Albelda, MT Vilar, R García-España, EV |
| Item Type: | Journal Article |
| Abstract: | A new series of triphenylamine-based ligands with one (TPA1PY), two (TPA2PY) or three pending aza-macrocycle(s) (TPA3PY) have 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 its selectivity over duplex DNA were investigated by FRET melting assays, fluorimetric titrations and circular dichroism (CD) spectroscopy. Interestingly, the interaction of the bi- and specially the tri-branched ligand with G4 leads to a very intense red-shifted fluorescence emission band which may be associated with intermolecular aggregation between the molecule and the DNA. This light-up effect allows the application of the ligands as fluorescence probes to selectivity detect G4. |
| Issue Date: | 25-Jul-2018 |
| Date of Acceptance: | 16-May-2018 |
| URI: | http://hdl.handle.net/10044/1/60205 |
| DOI: | https://doi.org/10.1002/chem.201802077 |
| ISSN: | 0947-6539 |
| Publisher: | Wiley |
| Start Page: | 10850 |
| End Page: | 10858 |
| Journal / Book Title: | Chemistry - A European Journal |
| Volume: | 24 |
| Issue: | 42 |
| Copyright Statement: | © 2018 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim. This is the pre-peer reviewed version of the following article, which has been published in final form at https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201802077. |
| Sponsor/Funder: | The Royal Society |
| Funder's Grant Number: | NF140726 |
| Keywords: | Science & Technology Physical Sciences Chemistry, Multidisciplinary Chemistry 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 DNA G-quadruplexes aggregation amines fluorescent probes macrocyclic ligands DNA G-quadruplex aggregation-induced emission fluorescent probes triphenylamine polyamines 03 Chemical Sciences General Chemistry |
| Publication Status: | Published |
| Conference Place: | Germany |
| Online Publication Date: | 2018-06-27 |
| Appears in Collections: | Chemistry Biological and Biophysical Chemistry Faculty of Natural Sciences |