Thermodynamic and spectroscopic study on the binding of cationic Zn(ii) and Co(ii) tetrapyridinoporphyrazines to calf thymus DNA: the role of the central metal in binding parameters

Asadi, Mozaffar; Safaei, Elham; Ranjbar, Bijan; Hasani, Leila

doi:10.1039/b404068f

Cited by 136 publications

(56 citation statements)

References 42 publications

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“…4+ from DNA due to the addition of NaCl represent the minor groove binding of this porphyrazine to DNA. The previous study reported that outside binding with intercalation occurred between this porphyrazine and DNA but our results show minor groove binding [29]. However, due to strong affinity of Co(II) cation with guanine N-7 site, a small degree of major groove binding may have occurred [30].…”

Section: +contrasting

confidence: 52%

Aggregation and DNA binding characteristics of tetrakis(N,N',N″,N‴-tetramethyltetra-3,4-pridino)porphyrazine cobalt(II)

Bordbar

Davari

Safaei

et al. 2007

J. Porphyrins Phthalocyanines

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ABSTRACT:The association behavior of tetrakis(N,N´,N´´,N´´´-tetramethyltetra-3,4-pridino)-porphyrazine cobalt(II) ([Co(II) -DNA has also been studied. The binding constant (K) was obtained by analysis of optical absorption spectra of the above-mentioned complex at various DNA concentrations using SQUAD software. The value of K was estimated as 1.31 × 10 6 ± 1.174 M -1 at 25 °C. The thermodynamic parameters were calculated by vanʼt Hoff equation. The enthalpy and entropy changes were 48.77 ± 2.50 kJ.mol -1 and 280.77 ± 9.62 J.mol -1 .K -1 at 25 °C, respectively. The results indicate that the process is entropy driven suggesting that hydrophobic interactions are the main driving forces for complex formation. The increase of ionic strength due to the addition of NaCl, destabilized porphyrazine-DNA complexes, which indicates the competition of Na + ions with porphyrazine complexes for occupation of minor groove binding sites.

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Section: +contrasting

confidence: 52%

Aggregation and DNA binding characteristics of tetrakis(N,N',N″,N‴-tetramethyltetra-3,4-pridino)porphyrazine cobalt(II)

Bordbar

Davari

Safaei

et al. 2007

J. Porphyrins Phthalocyanines

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“…In other words, the copper (II) center of phthalocyanine is presumably coordinated by the carbonyl group of thymine and/or the ring nitrogen of the base pairs. Such a coordination interaction has been reported in the literature [1,19].…”

Section: Interaction Of Cu (Tspc) With Ct-dnamentioning

confidence: 71%

Thermodynamic and spectroscopic study on the binding of interaction anionic phthalocyanine with calf thymus DNA

2011

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Abstract.The interaction between anionic form of copper (II) N,N ,N ,N -tetrasulfonated phthalocyanine Cu (tspc) and to calf thymus deoxyribonucleic acid (ct-DNA) is investigated by measuring UV-vis absorption and fluorescence spectroscopy in phosphate buffer. The binding constant and stoichiometry were determined by analysis of optical absorption spectra of phthalocyanine at various ct-DNA concentrations using SQUAD software. The static mode of fluorescence quenching of phthalocyanine by calf thymus deoxyribonucleic acid indicates the formation of a ground-state complex. The formation of ground-state complex is a spontaneous molecular interaction procedure in which outside groove binding through the formation of an axial bond between the base pairs of nucleotide and Cu in the central core of phthalocyanine.

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“…[Zn(3,4-tmtppa)] 4+ was prepared and purified by the method described previously [16]. The G-rich and C-rich oligonucleotides purified by HPLC were purchased from Bioneer.…”

Section: Methodsmentioning

confidence: 99%

“…In this study, interaction of N,N',N",N"'-tetramethyltetra-3,4-pyridinoporphyrazinatozinc(II) {[Zn(3,4-tmtppa)] 4+ } (Scheme 1) with G quadruplex DNA of the 27-nt G rich strand of the c-MYC NHE (G rich DNA), the i-motif of its complementary C rich strand (C rich DNA) and the GC rich double strand of the gene in which the G rich oligonucleotide hybridized with its complementary sequence (GC rich DNA) was investigated by spectroscopic techniques. Previously, Asadi et al investigated the interaction of [Zn(3,4-tmtppa)] 4+ with calf thymus DNA [16] but there is no report on the interaction of this complex with other forms of DNA.…”

Section: Introductionmentioning

confidence: 99%

A spectroscopic investigation of the interaction between c-MYC DNA and tetrapyridinoporphyrazinatozinc(II)

et al. 2014

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The c-MYC gene plays an important role in the regulation of cell proliferation and growth and it is overexpressed in a wide variety of human cancers. Around 90% of c-MYC transcription is controlled by the nuclease-hypersensitive element III1 (NHE III1), whose 27-nt purine-rich strand has the ability to form a G-quadruplex structure under physiological conditions. Therefore, c-MYC DNA is an attractive target for drug design, especially for cancer chemotherapy. Here, the interaction of water-soluble tetrapyridinoporphyrazinatozinc(II) with 27-nt G-rich strand (G/c-MYC), its equimolar mixture with the complementary sequence (GC/c-MYC) and related C-rich oligonucleotide (C/c-MYC) is investigated. Circular dichroism (CD) measurements of the G-rich 27-mer oligonucleotide in 150 mM KCl, pH 7 demonstrate a spectral signature consistent with parallel G-quadruplex DNA. Furthermore, the CD spectrum of the GC rich oligonucleotide shows characteristics of both duplex and quadruplex structures. Absorption spectroscopy implies that the complex binding of G/c-MYC and GC/c-MYC is a two-step process; in the first step, a very small red shift and hypochromicity and in the second step, a large red shift and hyperchromicity are observed in the Q band. Emission spectra of zinc porphyrazine are quenched upon addition of three types of DNA. According to the results of spectroscopy, it can be concluded the dominant binding mode is probably, outside binding and end stacking.

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Thermodynamic and spectroscopic study on the binding of cationic Zn(ii) and Co(ii) tetrapyridinoporphyrazines to calf thymus DNA: the role of the central metal in binding parameters

Cited by 136 publications

References 42 publications

Aggregation and DNA binding characteristics of tetrakis(N,N',N″,N‴-tetramethyltetra-3,4-pridino)porphyrazine cobalt(II)

Aggregation and DNA binding characteristics of tetrakis(N,N',N″,N‴-tetramethyltetra-3,4-pridino)porphyrazine cobalt(II)

Thermodynamic and spectroscopic study on the binding of interaction anionic phthalocyanine with calf thymus DNA

A spectroscopic investigation of the interaction between c-MYC DNA and tetrapyridinoporphyrazinatozinc(II)

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