• Title/Summary/Keyword: DPPZ

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A Novel Fluorescent Dipyrido[3,2-a:2',3'-c]phenazine (dppz) Derivative Prepared by Amide Bonding

  • Choi, Chang-Shik;Jeon, Ki-Seok;Lee, Ki-Hwan;Yoon, Min-Joong;Kwak, Min-Hee;Lee, Sang-Woo;Kim, In-Tae
    • Bulletin of the Korean Chemical Society
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    • v.27 no.10
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    • pp.1601-1603
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    • 2006
  • A novel fluorescent dipyrido[3,2-a:2',3'-c]phenazine (dppz) derivative, 7-(4-methoxybenzoylamino) dppz (1), was synthesized by amide connection to position 7 of the dppz ring. Its fluorescence quantum yield ($\Phi$ = 0.21 in dichloromethane) was as high as that of the conventional 7-amino-dppz (3), and its fluorescence lifetime was much shorter than that of 3.

[Ru(phen)2(dppz)]2+ Assemble on the Surface of the SDS Micelle and Its Application for the Determination of DNA

  • Chen, Fang;Huang, Jianping;He, Zhike
    • Bulletin of the Korean Chemical Society
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    • v.27 no.10
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    • pp.1655-1658
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    • 2006
  • The solution of $[Ru(phen)_2(dppz)]^{2+}$ and SDS has high Resonance Light Scattering (RLS) signals due to $[Ru(phen)_2(dppz)]^{2+}$ assemble on the surface of the SDS micelle. Because of the high affinity ($KB\geq10^6\;L\;mol^{-1}$) between $[Ru(phen)_2(dppz)]^{2+}$ and DNA, the adding of DNA in the solution of $[Ru(phen)_2(dppz)]^{2+}$-SDS makes the dissociation of $[Ru(phen)_2(dppz)]^{2+}$-SDS, and results in decreasing of the RLS signals and increasing of the absorbance. Based on this, a novel method is proposed for DNA assay. Under optimum condition, good linear relationship was obtained within the concentration range of 0.018-1.26 $\mu g\;mL^{-1}$, the linear equation is $I_{RLS}$ = 504.8-348.8 c (c: $\mu g\;mL^{-1}$) and the correlation coefficient (r) is 0.9992. The detect limit for calf thymus DNA is 8.6 ng $mL^{-1}$. The proposed method was successful applied to determine the extracted colibacillus plasmid DNA.

Direction of Intercalation of a bis-Ru(II) Complex to DNA Probed by a Minor Groove Binding Molecule 4',6-Diamidino-2-phenylindole

  • Jang, Yoon Jung;Kim, Raeyeong;Chitrapriya, Nataraj;Han, Sung Wook;Kim, Seog K.;Bae, Inho
    • Bulletin of the Korean Chemical Society
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    • v.34 no.10
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    • pp.2895-2899
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    • 2013
  • Direction of intercalation to DNA of the planar dipyrido[3,2-a:2',3'-c]phenazine ligands (dppz) of a bis-Ru(II) complex namely, $[Ru(1,10-phenanthroline)_2dipyrido[3,2-a:2^{\prime},3^{\prime}-c]phenazine]^{2+}$ linkered by a 1,3-bis(4-pyridyl)propane, was investigated by probing the behavior of 4',6-diamidino-2-phenylindole (DAPI) that bound deep in the minor groove. Bis-intercalation of DPPZ resulted in a little blue shift and hyperchromism in DAPI absorption band, and a large decrease in DAPI fluorescence intensity which accompined by an increase in the dppz emission intensity. Diminishing the intenisty of the positive induced circular dichroism (CD) and linear dichroism (LD) were also observed. These spectral changes indicated that insertion of dppz ligand caused the change of the binding mode of DAPI, which probably moved to the exterior of DNA from the minor groove and interacted with the phospghate groups of DNA by electrostatic interaction. At the surface of DNA, DAPI binds at the phosphate groups of DNA by electrostatic attraction. Consequently, this observation indicated that the dppz ligand intercalated from the minor groove.

Submicrosecond dynamics of nucleic acids studied with a long-lifetime metal-ligand complex

  • Kang, Jung-Sook;Son, Woo-Sung;Kostov-Yordan
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.312.2-312.2
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    • 2002
  • The metal-ligand complex, [Ru(phen)$_2$(dppz)]^{2+}$ (phen = 1.10-phenanthroline, dppz = dipyrido[3.2-a:2', 3'-c]phenazine) (RuPD), was used as a spectroscopic probe for studying nucleic acid dynamics. The RuPD complex displays a long lifetime and a molecular light switch property upon DNA binding due to shielding of its dppz ligand from water. (omitted)

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Binding Modes of New Bis-Ru(II) Complexes to DNA: Effect of the Length of the Linker

  • Kwon, Byung-Hyang;Choi, Byung-Hoon;Lee, Hyun-Mee;Jang, Yoon-Jung;Lee, Jae-Cheol;Kim, Seog-K.
    • Bulletin of the Korean Chemical Society
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    • v.31 no.6
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    • pp.1615-1620
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    • 2010
  • Bis-[dipyrido[3,2-$\alpha$:2',3'-c]phenazine)$_2$(1,10-phenanthroline)$_2Ru_2$]$^{2+}$ complexes (bis-Ru(II) complexes) tethered by linkers of various lengths were synthesized and their binding properties to DNA investigated by normal absorption and linear dichroism spectra, and fluorescence techniques in this study. Upon binding to DNA, the bis-Ru(II) complex with the longest linker (1,3-bis-(4-pyridyl)-propane), exhibited a negative $LD^r$ signal whose intensity was as large as that in the DNA absorption region, followed by a complicate $LD^r$ signal in the metal-to-ligand charge transfer region. The luminescence intensity of this bis-Ru(II) complex was enhanced. The observed $LD^r$ and luminescence results resembled that of the [Ru(1,10-phenanthroline)$_2$ dipyrido[3,2-$\alpha$:2',3'-c]phenazine]$^{2+}$ complex, whose dipyrido[3,2-$\alpha$:2',3'-c]phenazine (dppz) ligand has been known to intercalate between DNA bases. Hence, it is conclusive that both dppz ligands of the bis-Ru(II) complex intercalate. The binding stoichiometry, however, was a single intercalated dppz per ~ 2.3 bases, which violates the "nearest binding site exclusion" model for intercalation. The length between the two Ru(II) complexes may be barely long enough to accommodate one DNA base between the two dppz ligands, but not for two DNA bases. When the linker was shorter (4,4'-bipyridine or 1,2-bis-(4-pyridyl)-ethane), the magnitude of the LD in the dppz absorption region, as well as the luminescence intensity of both bis-Ru(II) complexes, was half that of the bis-Ru(II) complex bearing a long linker. This observation can be elucidated by a model whereby one of the dppz ligands intercalates while the other is exposed to the aqueous environment.

Comparison of Binding Stoichiometry of [Ru(1,10-phenanthroline)2dipyrido [3,2-a:2',3'-c]phenazine]2+ and its Bis-derivative to DNA

  • Jang, Yoon-Jung;Lee, Hyun-Mee;Lee, Il-Bong
    • Bulletin of the Korean Chemical Society
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    • v.31 no.12
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    • pp.3658-3662
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    • 2010
  • A new bis-Ru(II) complex, in which two [Ru(1,10-phenanthroline)$_2$dipyrido[3,2-a:2',3'-c]phenazine]$^{2+}$ were tethered by a 1,3-bis(4-pyridyl)propane linker, was synthesized and its binding mode and stoichiometry to DNA was investigated by optical spectroscopy including linear dichroism (LD) and fluorescence intensity measurement. The magnitude of the negatively reduced LD signal of the bis-Ru(II) complex in the dipyrido[3,2-a:2',3'-c]phenazine (DPPZ) ligand absorption region appeared to be similar compared to that in the DNA absorption region, which is considered to be a diagnostic for DPPZ ligand intercalation. The binding stoichiometry measured from its LD magnitude and enhanced fluorescence intensity corresponds to one ligand per three DNA bases, effectively violating the nearest neighbouring site exclusion model for classical DNA intercalation. This observation is in contrast with monomer analogue [Ru(1,10-phenanthroline)$_2$dipyrido[3,2-a:2',3'-c]phenazine]$^{2+}$, which is saturated at the DPPZ ligand to DNA base ratio of 0.25, or one DPPZ ligand per four nucleobases.

The Fluorescent 7-Aminodipyrido[3,2-a:2',3'-c] phenazine(7-amino-dppz) Functionalized as an Europium Ion ($Eu^{3+}$) Sensor

  • Choi, Chang-Shik;Lee, Ki-Hwan
    • Rapid Communication in Photoscience
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    • v.1 no.2
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    • pp.31-33
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    • 2012
  • The Fluorescent 7-aminodipyrido[3,2-a:2',3'-c]phenazine (7-amino-dppz, 1) is functionalized as an europium ion ($Eu^{3+}$) sensor, which showed the effective emission quenching when europium cation is chelated to the bpy site of 1 compound. The complexation ratio indicated that the 1 compound forms a 1 : 1 complex with $Eu^{3+}$.

The Recent Current of Fluorescent Polypyridine Compounds Having Photofuctionality

  • Choi, Chang-Shik
    • Rapid Communication in Photoscience
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    • v.5 no.2
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    • pp.21-26
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    • 2016
  • Many kinds of fluorescent polypyridine compounds including bpy and dppz derivatives are described in understanding the recent current of fluorescent materials having photofuctionality. Those polypyridine compounds have the photofunctionality such as the fluorescence recognition and/or photo-switching. Furthermore, those compounds are applicated for the construction of long ranged photoinduced electron/energy transfer system. Various fluorescent ${\pi}-conjugation$ systems connected by amide or imine bond as well as the simple fluorescent bpy derivatives are introduced in this review paper.

The Development of New DPPZ Dendritic Molecule For Photodynamic Therapy

  • Choi, Chang-Shik
    • Proceedings of the Korean Institute of Information and Commucation Sciences Conference
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    • 2021.05a
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    • pp.467-469
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    • 2021
  • The dendritic molecule has focused on the target material for photodynamic therapy, and used as the energy harvesting molecule for the application of medicinal field. Those molecules have also researched on the molecule design for the preparation of new dendritic material on PDD and PDT. In this presentation, new dendritic molecules are introduced on the development of DPPZ dendritic molecule for PDT and the efficient synthetic process.

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