• Title/Summary/Keyword: Porphyrin derivatives

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Synthesis and Spectroscopic Analysis of Trans-A2B2 Metallo-Porphyrin Derivatives as Heterojunction Modulator for Organic Solar Cell

  • Jeon, Yea-Sel;Hwang, Kwang-Jin
    • Rapid Communication in Photoscience
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    • v.3 no.3
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    • pp.59-60
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    • 2014
  • The trans-$A_2B_2$ porphyrin and Ni-porphyrin derivatives were synthesized by Suzuki coupling of bromoporphyrin with arylborate as a key step. The band gaps of those complexes were measured from their absorption, emission and cyclic voltammetric data. All the LUMO energy level of porphyrin derivatives is lower than that of P3HT, and the HOMO energy level is evaluated higher than the HOMO of PCBM.

Supramolecular Micelle from Amphiphilic Mn(III)-porphyrin Derivatives as a Potential MRI Contrast Agent

  • Choi, Kwang-Mo;Lee, Do-Hyung;Jang, Woo-Dong
    • Bulletin of the Korean Chemical Society
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    • v.31 no.3
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    • pp.639-644
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    • 2010
  • Amphiphilic porphyrin derivatives have been synthesized and characterized by $^1H$ NMR and MALDI-TOF-MS. All porphyrin derivatives showed very high solubility to aqueous medium as well as hydrophobic organic solvent. The UV-vis absorption of the porphyrin derivatives showed significant broadness and decrease of maximum intensity of absorption in aqueous solution. SEM experiment showed the formation of spherical micellar structure. The $T_1$ relaxation time of aqueous medium was drastically decreased in the presence of Mn(III)-porphyrin derivative, indicating that the supramolecular micelle has strong possibility to use as a $T_1$ contrast agent.

Development of Novel Sugar Linked Photosensitizers for Photodynamic Therapy

  • Yano, Shigenobu
    • Journal of Photoscience
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    • v.9 no.2
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    • pp.174-177
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    • 2002
  • Sugar-linked porphyrin and chlorin compounds have been synthesized. Phototoxicity of these compounds against the HeLa cell line was also examined. For the porphyrin derivatives, the higher activity was observed for a derivative having four OH-protected sugar moieties. For the chlorin derivatives, OH-unprotected free-base derivatives were generally effective. Singlet oxygen producing ability were examined to evaluate the activity on photodynamic therapy of the compounds.

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Novel Extended π-Conjugated Dendritic Zn(II)-porphyrin Derivatives for Dye-sensitized Solar Cell Based on Solid Polymeric Electrolyte: Synthesis and Characterization

  • Kang, Min-Soo;Oh, Jae-Buem;Roh, Soo-Gyun;Kim, Mi-Ra;Lee, Jin-Kook;Jin, Sung-Ho;Kim, Hwan-Kyu
    • Bulletin of the Korean Chemical Society
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    • v.28 no.1
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    • pp.33-40
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    • 2007
  • We have designed and synthesized three Zn(II)-porphyrin derivatives, such as Zn(II) porphyrin ([G-0]Zn-P1) and aryl ether-typed dendron substituted Zn(II)-porphyrin derivatives ([G-1]Zn-P1 and [G-1]Zn-P-CN1). Their chemical structures were characterized by 1H-NMR, FT-IR, UV-vis absorption, EI-mass, and MALDI-TOF mass spectroscopies. Their electrochemical properties were studied by cyclic voltammetry measurement. These Zn(II)-porphyrin derivatives have been used to fabricate dye-sensitized solar cells (DSSCs) based on solid polymeric electrolytes as dye sensitizers and their device performances were evaluated by comparing with that of a standard Ru(II) complex dye. [G-1]Zn-P-CN1 showed the enhanced power conversion efficiency than those of other porphyrin derivatives, as expected. Short-circuit photocurrent density (Jsc), open-circuit voltage (Voc), fill factor (FF), and power conversion efficiency (η) of solid-typed DSSC for [G-1]Zn-P-CN1 were evaluated to be Jsc = 11.67 mA/cm2, Voc = 0.51 V, FF = 0.46, and η = 2.76%, respectively.

Kinetic Investigation of Styrene Derivatives Oxidation Mechanism by Mn(III)-porphyrin (Mn(III)-porphyrin에 의한 Styrene 유도체의 산화반응 메카니즘 연구)

  • Na, Hun-Gil
    • Journal of the Korean Applied Science and Technology
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    • v.19 no.3
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    • pp.206-212
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    • 2002
  • The catalytic activities of several metalloporphyrin, wherein the porphyrins are TPP(5,lO,l5,20-Tetraphenyl-21H,23H-porphyrin) and (p-X)TPP (X =$CH_{3}O$, $CH_{3}$, F, Cl), are reported for the oxidation of styrene and it's derivatives. The electronic effects of substrates and porphyrins on the catalytic activity of metalloporphyrin containing the transition metal ion such as Mn(III) was discussed. Investigating the correlation between the Michaelis-Menten's rate parameters and the substituent constants, we are going to analyze the influences on the changes of catalytic activity or rate determining step during the processes of the formation and the dissociation of the M-oxo-olefin.

Effect of Gene Amplifications in Porphyrin Pathway on Heme Biosynthesis in a Recombinant Escherichia coli

  • Lee, Min Ju;Kim, Hye-Jung;Lee, Joo-Young;Kwon, An Sung;Jun, Soo Youn;Kang, Sang Hyeon;Kim, Pil
    • Journal of Microbiology and Biotechnology
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    • v.23 no.5
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    • pp.668-673
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    • 2013
  • A recombinant E. coli co-expressing ALA synthase (hemA), NADP-dependent malic enzyme (maeB), and dicarboxylic acid transporter (dctA) was reported to synthesize porphyrin derivatives including iron-containing heme. To enhance the synthesis of bacterial heme, five genes of the porphyrin biosynthetic pathway [pantothenate kinase (coaA), ALA dehydratase (hemB), 1-hydroxymethylbilane synthase (hemC), uroporphyrinogen III synthase (hemD), and uroporphyrinogen III decarboxylase (hemE)] were amplified in the recombinant E. coli co-expressing hemA-maeB-dctA. Pantothenate kinase expression enabled the recombinant E. coli to accumulate intracellular CoA. Intracellular ALA was the most enhanced by uroporphyrinogen III synthase expression, porphobilinogen was the most enhanced by ALA dehydratase expression, uroporphyrin and coproporphyrin were the most enhanced by 1-hydroxymethylbilane synthase expression. The strain co-expressing coaA, hemA, maeB, and dctA produced heme of $0.49{\mu}mol/g$-DCW, which was twice as much from the strain without coaA expression. Further pathway gene amplifications for the porphyrin derivatives are discussed based on the results.

Polypyrrole Doped with Sulfonate Derivatives of Metalloporphyrin: Use in Cathodic Reduction of Oxygen in Acidic and Basic Solutions

  • 송위환;백운기
    • Bulletin of the Korean Chemical Society
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    • v.19 no.2
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    • pp.183-188
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    • 1998
  • Incorporation of metalloporphyrins into polypyrrole (PPy) film was achieved either by electropolymerization of pyrrole in the presence of metal-tetra(sulfonatophenyl)porphyrin anion (MTSPP, M=Co, Fe) or by metalizing hydrogenated tetra(4-sulfonatophenyl)porphyrin anion (H2TSPP) doped into PPy through ion-exchange. Electrochemical reduction of oxygen on the PPy doped with metallo porphyrin (PPy-MTSPP) was studied in acidic and basic solutions. Oxygen reduction on PPy-MTSPP electrodes appeared to proceed through a 4-electron pathway as well as a 2-electron path. In acidic solutions, the overpotential for O2 reduction on PPy-CoTSPP electrode was smaller than that on gold by about 0.2 V. In basic solutions the overpotential of the PPy-CoTSPP electrode in the activation range was close to those of Au and Pt. The limiting current was close to that of Au. However, polypyrrole doped with cobalt-tetra(sulfonatophenyl)porphyrin anion (PPy-CoTSPP) or with iron-tetra(sulfonatophenyl)porphyrin anion (PPy-FeTSPP) was found to have limited potential windows at high temperatures (above 50 ℃), and hence the electrode could not be held at the oxygen reduction potentials in basic solutions (pH 13) without degradation of the polymer.

The Syntheses of Mn(III) Porphyrin Derivatives and Its Photoreactivity (Mn(III)-porphyrin 유도체의 합성과 그 광반응성)

  • Park, Yong-Tae;Noh, Sang-Gyun;Chung, Jae-Gew
    • Transactions of the Korean hydrogen and new energy society
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    • v.2 no.1
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    • pp.7-13
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    • 1990
  • We are interested in studying the artificial photolysis of water which mimics the natural plant photosynthesis. In the artificial system there should be a proper photosensitizer, electron donor and electron acceptor. Since Mn-tetramer is known to be the essential part for the oxygten-evolving system in the natural photosynthesis, it is important to know or study the reactivity of Mn-porphyrins. As a model for the Mn-tetramer in the natural photosynthesis, we prepared the lipophilic and hydrophilic Mn-porphyrins. For the lipophilic porphyrin with long hydrocarbon chain, the long hydrocarbon chain was inserted in the porphyrin ring formation step. For the hydrophilic porphyrin, the porphyrin was sulfonated with sulfuric acid. These syntheses of lipophilic and hydrophilic Mn-porphyrins are significant, since the behaviors of these compounds will be different in the microemulsions or vesicles. We also found that the Mn-porphyrins were photoreduced in the microemulsion and water in the presence of amines.

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