threading intercalation
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2021 ◽  
Vol 14 (7) ◽  
pp. 685
Author(s):  
Sandra Amanda Kozieł ◽  
Monika Katarzyna Lesiów ◽  
Daria Wojtala ◽  
Edyta Dyguda-Kazimierowicz ◽  
Dariusz Bieńko ◽  
...  

A group of cytotoxic half-sandwich iridium(III) complexes with aminomethyl(diphenyl)phosphine derived from fluoroquinolone antibiotics exhibit the ability to (i) accumulate in the nucleus, (ii) induce apoptosis, (iii) activate caspase-3/7 activity, (iv) induce the changes in cell cycle leading to G2/M phase arrest, and (v) radicals generation. Herein, to elucidate the cytotoxic effects, we investigated the interaction of these complexes with DNA and serum proteins by gel electrophoresis, fluorescence spectroscopy, circular dichroism, and molecular docking studies. DNA binding experiments established that the complexes interact with DNA by moderate intercalation and predominance of minor groove binding without the capability to cause a double-strand cleavage. The molecular docking study confirmed two binding modes: minor groove binding and threading intercalation with the fluoroquinolone part of the molecule involved in pi stacking interactions and the Ir(III)-containing region positioned within the major or minor groove. Fluorescence spectroscopic data (HSA and apo-Tf titration), together with molecular docking, provided evidence that Ir(III) complexes can bind to the proteins in order to be transferred. All the compounds considered herein were found to bind to the tryptophan residues of HSA within site I (subdomain II A). Furthermore, Ir(III) complexes were found to dock within the apo-Tf binding site, including nearby tyrosine residues.


2020 ◽  
Vol 16 ◽  
pp. 2201-2211
Author(s):  
Poulami Jana ◽  
Filip Šupljika ◽  
Carsten Schmuck ◽  
Ivo Piantanida

A novel naphthalene diimde analogue (NDI) equipped at the imide positions with two guanidinio-carbonyl-pyrrole (GCP) pendant arms interacted significantly stronger with ds-DNA at pH 5 than at pH 7, due to reversible protonation of the GCP arms. This was consequence of a pH-switchable threading intercalation into ds-DNAs only at pH 5, while at neutral conditions (pH 7) NDI-GCP2 switched to the DNA minor groove binding. Intriguingly, NDI-GCP2 was at both pH values studied bound to the ds-RNA major groove, still showing a higher affinity and thermal denaturation effect at pH 5 due to GCP protonation. At excess over the DNA/RNA conjugate NDI-GCP2 showed also aggregation along the ds-polynucleotide and AFM and DLS demonstrated that NDI-GCP2 has pronounced ds-DNA condensation ability.


2020 ◽  
Vol 16 ◽  
pp. 2032-2045
Author(s):  
Annike Weißenstein ◽  
Myroslav O Vysotsky ◽  
Ivo Piantanida ◽  
Frank Würthner

Two novel unnatural amino acids, prepared by linking a dicationic purple-coloured and fluorescent naphthalene diimide (NDI) at core position to amino acid side chains of variable length, strongly interacted with ds-DNA/RNA by threading intercalation. Different from a reference NDI dye with identical visible range absorbance (520–540 nm) and Stokes shifts in emission (+60 nm, quantum yield > 0.2), only these amino acid–NDI conjugates showed selective fluorimetric response for GC-DNA in respect to AT(U)-polynucleotides. The DNA/RNA binding-induced circular dichroism (ICD) response of NDI at 450–550 nm strongly depended on the length and rigidity of the linker to the amino acid unit, which controls the orientation of the NDI unit inside within the intercalative binding site. The ICD selectivity also depends on the type of polynucleotide, thus the studied NDI dyes act as dual fluorimetric/ICD probes for sensing the difference between here used GC-DNA, AT-DNA and AU-RNA.


Author(s):  
Bobo Feng ◽  
Elin Sundin ◽  
Per Lincoln ◽  
Anna Karin Feng Mårtensson

The enantiomers of a novel mononuclear ruthenium(II) complex [Ru(phen)2bidppz]2+ with an elongated dppz moiety were synthesized. Surprisingly, the complex showed no DNA intercalating capability in an aqueous environment. However, by...


2019 ◽  
Vol 141 (11) ◽  
pp. 4644-4652 ◽  
Author(s):  
Simon D. Fairbanks ◽  
Craig C. Robertson ◽  
F. Richard Keene ◽  
Jim A. Thomas ◽  
Mike P. Williamson

2019 ◽  
Vol 116 (3) ◽  
pp. 140a
Author(s):  
Adam A. Jabak ◽  
Nicholas Bryden ◽  
Fredrik Westerlund ◽  
Per Lincoln ◽  
Micah J. McCauley ◽  
...  

Biochemistry ◽  
2017 ◽  
Vol 57 (5) ◽  
pp. 614-619 ◽  
Author(s):  
Andrew G. Clark ◽  
M. Nabuan Naufer ◽  
Fredrik Westerlund ◽  
Per Lincoln ◽  
Ioulia Rouzina ◽  
...  

2016 ◽  
Vol 110 (6) ◽  
pp. 1255-1263 ◽  
Author(s):  
Ali A. Almaqwashi ◽  
Johanna Andersson ◽  
Per Lincoln ◽  
Ioulia Rouzina ◽  
Fredrik Westerlund ◽  
...  

2016 ◽  
Vol 110 (3) ◽  
pp. 241a
Author(s):  
Andrew G. Clark ◽  
Thayaparan Paramanathan ◽  
Fredrik Westerlund ◽  
Per Lincoln ◽  
Micah McCauley ◽  
...  

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