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Two cationic porphyrin isomers showing different multimeric G-quadruplex recognition specificity against monomeric G-quadruplexes
| Content Provider | Paperity |
|---|---|
| Author | Huang, Xiao-xi Duan, Na-na Kong, De-ming Zhu, Li-na Huo, Yan-fang Wu, Bin |
| Abstract | Ligands that can interact specifically with telomeric multimeric G-quadruplexes could be developed as promising anticancer drugs with few side effects related to other G-quadruplex-forming regions. In this paper, a new cationic porphyrin derivative, m-TMPipEOPP, was synthesized and characterized. Its multimeric G-quadruplex recognition specificity under molecular crowding conditions was compared to its isomer p-TMPipEOPP. The slight structural difference accounts for different multimeric G-quadruplex recognition specificity for the two isomers. p-TMPipEOPP can barely discriminate between multimeric and monomeric G-quadruplexes. By contrast, m-TMPipEOPP can bind with multimeric but not with monomeric G-quadruplexes. p-TMPipEOPP might bind to multimeric G-quadruplexes by two modes: sandwich-like end-stacking mode and pocket-dependent intercalative mode. Increasing the pocket size between adjacent two G-quadruplex uints is beneficial for the latter mode. m-TMPipEOPP might bind to multimeric G-quadruplexes by a side binding mode, which confers m-TMPipEOPP with higher multimeric G-quadruplex recognition specificity compared to p-TMPipEOPP. m-TMPipEOPP increases the stability of multimeric G-quadruplex under both dilute and molecular crowding conditions but its G-quadruplex-stabilizing ability is a little weaker than p-TMPipEOPP. These results provide important information for the design of highly specific multimeric G-quadruplex ligands. Another interesting finding is that pocket size is an important factor in determining the stability of multimeric G-quadruplexes. |
| Starting Page | 8719 |
| Ending Page | 8731 |
| File Format | HTM / HTML |
| ISSN | 03051048 |
| DOI | 10.1093/nar/gku526 |
| Issue Number | 13 |
| Journal | Nucleic Acids Research |
| Volume Number | 42 |
| e-ISSN | 13624962 |
| Language | English |
| Publisher | Oxford University Press |
| Publisher Date | 2014-07-29 |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
| Subject | Genetics |
