Long-range assemblies on poly(dG-dC)2 and poly(dA-dT)2:

Lang, Kamil; Anzenbacher, Pavel; Kapusta, Petr; Král, Vladimı́r; Kubát, Pavel; Wagnerová, D. M.

doi:10.1016/s1011-1344(00)00076-2

Cited by 37 publications

(22 citation statements)

References 39 publications

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“…In summary, the high tendency of II to form aggregates in aqueous solutions renders the monomer unavailable for binding to DNA. Similar behavior is observed for highly aggregated meso-tetratolyporphyrins with hydrophobic substituents like −P + (phenyl) 3 , −S + (CH 3 ) 2 or −SC(NH 2 ) 2 + that spontaneously assemble into chiral aggregates on the exterior of a double-helical DNA template [13,14]. On the other hand, when small aliquot of the monomer of II in methanol is added to DNA solutions (the methanol content did not exceed 5% v.v.…”

Section: The Porphyrins I and Ii In The Presence Of Dna The Electronsupporting

confidence: 59%

“…The Table 2. Lifetimes of the triplet states of monomeric I and II recorded at 445 nm in the absence of oxygen τ T (He) and in aerated solutions τ T (air), the quantum yields of singlet oxygen Φ ∆ and effects of binding to calf thymus DNA are compared with cationic 5,10,15,20-tetrakis(4-N-methylpyridyl)porphyrin (TMPyP) [14,16]. Values are given with an accuracy of 15%.…”

Section: Aggregation Of I and Ii In Aqueous Solutionsmentioning

confidence: 99%

“…Recently we synthesized tetratolylporphyrin derivatives with phosphonium, ammonium and sulfonium groups and we were interested in how the different number and structure of the solubilizing groups affects their physical and chemical properties and binding to DNA [13][14][15]. The particular sensitizers reported in this paper are derivatives of meso-tetraphenylporphyrin, which is itself known to be a good sensitizer with high quantum yield of singlet oxygen (Φ ∆ = 0.34-0.87) [16].…”

Section: Introductionmentioning

confidence: 99%

“…augmented by the charged substituents. Physicochemical and photophysical properties of I, II and their complexes with DNA were measured and compared with behavior of cationic meso-tetratolylporphyrin derivatives [13][14][15].…”

Section: Introductionmentioning

confidence: 99%

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Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups

Kubát

Lang

Král

et al. 2001

International Journal of Photoenergy

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Abstract. Photophysical properties of two novel guanidiniocarbonyl (I) and monocyclic guanidine (II) tetraphenylporphyrins and their interaction with DNA were investigated by steady-state and time-resolved absorption and emission spectroscopies. I stays predominantly monomeric in aqueous solutions. It produces singlet oxygen with high quantum yield (Φ ∆ = 0.67) that is typical for monomeric porphyrins. The electronic absorption spectra of I are not influenced by interaction with DNA. This is in contrast with monomeric tetratolylporphyrins bearing phosphonium, ammonium and pyridinium groups where the formation of stable complexes with DNA is accompanied by a characteristic red shift of the Soret band. II extensively forms Hand J-aggregates, which do not produce singlet oxygen (Φ ∆ < 0.01). In the presence of DNA only a small fraction of II remains in monomeric form that is bound to DNA exterior.

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Section: The Porphyrins I and Ii In The Presence Of Dna The Electronsupporting

confidence: 59%

Section: Aggregation Of I and Ii In Aqueous Solutionsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups

Kubát

Lang

Král

et al. 2001

International Journal of Photoenergy

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“…The weak hypochromicity (*5 and 20%) and a small red shift (*3 nm) were observed in the Soret spectral region for the (dA-dT) 10 -Cu(II)TMPyP complexes (Figure 1b). The bisignate signal at 430(À)/418(þ), characteristic of exciton coupling of porphyrins along the phosphate backbone, 9,30 and the weak positive ECD signals at 440(þ) nm, characteristic of minor groove binding, 31 occurred for the 10/1 molar ratio. The bisignate-induced ECD pattern at 430(À)/419(þ) nm occurred also after mixing (dA-dT) 10 with Cu(II)TMPyP in the 4/1 molar ratio.…”

mentioning

confidence: 99%

Vibrational and electronic circular dichroism study of the interactions of cationic porphyrins with (dG‐dC)₁₀and (dA‐dT)₁₀

Nový

Urbanová

2006

Biopolymers

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The interactions of two different porphyrins, without axial ligands-5,10,15,20-tetrakis(1-methylpyridinium-4-yl)porphyrin-Cu(II) tetrachloride (Cu(II)TMPyP) and with bulky meso substituents-5,10,15,20-tetrakis(N,N,N-trimethylanilinium-4-yl)porphyrin tetrachloride (TMAP), with (dG-dC)10 and (dA-dT)10 were studied by combination of vibrational circular dichroism (VCD) and electronic circular dichroism (ECD) spectroscopy at different [oligonucleotide]/[porphyrin] ratios, where [oligonucleotide] and [porphyrin] are the concentrations of oligonucleotide per base-pair and porphyrin, respectively. The combination of VCD and ECD spectroscopy enables us to identify the types of interactions, and to specify the sites of interactions: The intercalative binding mode of Cu(II)TMPyP with (dG-dC)(10), which has been well described, was characterized by a new VCD "marker" and it was shown that the interaction of Cu(II)TMPyP with (dA-dT)10 via external binding to the phosphate backbone and major groove binding caused transition from the B to the non-B conformer. TMAP interacted with the major groove of (dG-dC)10, was semi-intercalated into (dA-dT)10, and caused significant variation in the structure of both oligonucleotides at the higher concentration of porphyrin. The spectroscopic techniques used in this study revealed that porphyrin binding with AT sequences caused substantial variation of the DNA structure. It was shown that VCD spectroscopy is an effective tool for the conformational studies of nucleic acid-porphyrin complexes in solution.

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Noncovalent interactions of peptides with porphyrins in aqueous solution: Conformational study using vibrational CD spectroscopy

Urbanová

Setnička²,

Král³

et al. 2001

Biopolymers

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Noncovalent interactions of poly(L‐lysine) (PL), oligopeptides L‐lysyl‐L‐alanyl‐L‐alanine and (L‐lysyl‐L‐alanyl‐L‐alanine)2 with meso‐tetrakis(4‐sulfonatophenyl)porphine (TPPS), and poly(L‐glutamic acid) (PLGA) with meso‐tetrakis(1‐methyl‐4‐pyridyl)porphine tetra‐p‐tosylate (TMPyP) in aqueous solutions have been studied using combination of spectroscopic methods: Vibrational circular dichroism (VCD) spectroscopy in the mid‐infrared region provides a direct information on conformational changes of the polypeptides and oligopeptides caused by interactions with porphyrins; ultraviolet‐visible absorption, fluorescence, and electronic circular dichroism (ECD) reveal the aggregation characterization of the porphyrin part of the complexes. Interactions of TPPS with tripeptide, hexapeptide, and PL containing about ten amino acid residues in the molecular chain are accompanied with the changes of VCD patterns in the amide I′ region. In these cases, the conformation of the oligopeptide part of complexes is obviously influenced by interactions with TPPS and partial changes of random coil structure are observed in VCD. When PL was composed of the hundreds of lysine residues, just a weak intensity decrease was detected and the shape of VCD spectrum typical for the random coil structure was preserved. As follows from the uv‐vis absorption and fluorescence spectra, porphyrin molecules are attached to peptides by electrostatic interaction as a monomer or dimer and interaction between porphyrin and peptide depends on the polypeptide chain length. For the PLGA‐TMPyP system with PLGA containing from tens to hundreds of glutamic acid residues in the chain, the VCD spectra were unchanged when TMPyP was presented in the aqueous solution of PLGA and random coil conformation of PLGA‐TMPyP aggregates was preserved. © 2001 John Wiley & Sons, Inc. Biopolymers (Pept Sci) 60: 307–316, 2001

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Long-range assemblies on poly(dG-dC)2 and poly(dA-dT)2:

Cited by 37 publications

References 39 publications

Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups

Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups

Vibrational and electronic circular dichroism study of the interactions of cationic porphyrins with (dG‐dC)₁₀and (dA‐dT)₁₀

Noncovalent interactions of peptides with porphyrins in aqueous solution: Conformational study using vibrational CD spectroscopy

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Long-range assemblies on poly(dG-dC)2 and poly(dA-dT)2:

Cited by 37 publications

References 39 publications

Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups

Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups

Vibrational and electronic circular dichroism study of the interactions of cationic porphyrins with (dG‐dC)10and (dA‐dT)10

Noncovalent interactions of peptides with porphyrins in aqueous solution: Conformational study using vibrational CD spectroscopy

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Vibrational and electronic circular dichroism study of the interactions of cationic porphyrins with (dG‐dC)₁₀and (dA‐dT)₁₀