Chiral metallo-supramolecular complexes selectively recognize human telomeric G-quadruplex DNA
Open Access
- 6 September 2008
- journal article
- research article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 36 (17), 5695-5703
- https://doi.org/10.1093/nar/gkn569
Abstract
Here, we report the first example that one enantiomer of a supramolecular cylinder can selectively stabilize human telomeric G-quadruplex DNA. The P-enantiomer of this cylinder has a strong preference for G-quadruplex over duplex DNA and, in the presence of sodium, can convert G-quadruplexes from an antiparallel to a hybrid structure. The compound's chiral selectivity and its ability to discriminate quadruplex DNA have been studied by DNA melting, circular dichroism, gel electrophoresis, fluorescence spectroscopy and S1 nuclease cleavage. The chiral supramolecular complex has both small molecular chemical features and the large size of a zinc-finger-like DNA-binding motif. The complex is also convenient to synthesize and separate enantiomers. These results provide new insights into the development of chiral anticancer agents for targeting G-quadruplex DNA.Keywords
This publication has 42 references indexed in Scilit:
- DNA binding of dinuclear iron(II) metallosupramolecular cylinders. DNA unwinding and sequence preferenceNucleic Acids Research, 2008
- Macrocyclic and Helical Oligoamides as a New Class of G-Quadruplex LigandsJournal of the American Chemical Society, 2007
- A platinum–quinacridine hybrid as a G-quadruplex ligandJBIC Journal of Biological Inorganic Chemistry, 2007
- Structure of the Hybrid-2 type intramolecular human telomeric G-quadruplex in K+ solution: insights into structure polymorphism of the human telomeric sequenceNucleic Acids Research, 2007
- Recognition of DNA Three‐Way Junctions by Metallosupramolecular Cylinders: Gel Electrophoresis StudiesChemistry – A European Journal, 2007
- Quadruplex ligands may act as molecular chaperones for tetramolecular quadruplex formationNucleic Acids Research, 2007
- Carboxyl-modified single-walled carbon nanotubes selectively induce human telomeric i-motif formationProceedings of the National Academy of Sciences of the United States of America, 2006
- Enantiomeric resolution of supramolecular helicates with different surface topographiesDalton Transactions, 2006
- Interactions of the human telomeric DNA with terbium–amino acid complexesJournal of Inorganic Biochemistry, 2006
- Solution Structure of theOxytrichaTelomeric Repeat d[G4(T4G4)3] G-tetraplexJournal of Molecular Biology, 1995