Preparation of Liposomes Surface-Loaded with Cationic Manganese Porphyrins as SOD Mimics

Makoto Yuasa; Kenichi Oyaizu; Akihiko Ogata; Noriyoshi Matsukura; Aritomo Yamaguchi

doi:10.5650/jos.54.233

Preparation of Liposomes Surface-Loaded with Cationic Manganese Porphyrins as SOD Mimics

Makoto Yuasa^*, Kenichi Oyaizu, Akihiko Ogata, Noriyoshi Matsukura, Aritomo Yamaguchi

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

A water-soluble cationic 5,10,15,20-tetrakis(N-methylpyridinium-4-yl)porphinatomanganese(III) ion (MnT4MPyP) and water-insoluble 5,10,15,20-tetrakis(N-3-furyl)porphinatomanganese(III) ion (MnT3FuP) were prepared and ion-complexed with an anionic phospholipid membrane to enhance the circulation persistence of the porphyrin complexes in vivo. Fluorescence spectra and fluorescence depolarization experiments indicated MnT3FuP to be situated within the hydrophobic interior of the vesicle composed of the phospholipid membrane, while MnT4MPyP was anchored to the membrane by lipophilic tails with the metalloporphyrin head-group located on the interface between the membrance and aqueous solvent. SOD activity was determined by stopped-flow analysis and cytochrome c assay, which allowed the determination of IC₅₀ and k_cat values for the reaction of the metalloporphyrins with superoxide anion radical (O₂^-·). Sodium stearate-linked MnT4MPyP was the most effective catalyst as an SOD mimic to decompose O₂^-· at a second-order rate constant of 1.9 × 10⁷ M^-1s^-1 in dimyristoylphosphatidylcholine (DMPC) liposomes. SOD activity of MnT3FuP was less than that of MnT4MPyP.

Original language	English
Pages (from-to)	233-239
Number of pages	7
Journal	Journal of oleo science
Volume	54
Issue number	4
DOIs	https://doi.org/10.5650/jos.54.233
Publication status	Published - 2005
Externally published	Yes

Keywords

cationic metalloporphyrin
liposome
nano particle
superoxide anion radical
superoxide dismutase

ASJC Scopus subject areas

Chemistry(all)
Chemical Engineering(all)

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10.5650/jos.54.233

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title = "Preparation of Liposomes Surface-Loaded with Cationic Manganese Porphyrins as SOD Mimics",

abstract = "A water-soluble cationic 5,10,15,20-tetrakis(N-methylpyridinium-4-yl)porphinatomanganese(III) ion (MnT4MPyP) and water-insoluble 5,10,15,20-tetrakis(N-3-furyl)porphinatomanganese(III) ion (MnT3FuP) were prepared and ion-complexed with an anionic phospholipid membrane to enhance the circulation persistence of the porphyrin complexes in vivo. Fluorescence spectra and fluorescence depolarization experiments indicated MnT3FuP to be situated within the hydrophobic interior of the vesicle composed of the phospholipid membrane, while MnT4MPyP was anchored to the membrane by lipophilic tails with the metalloporphyrin head-group located on the interface between the membrance and aqueous solvent. SOD activity was determined by stopped-flow analysis and cytochrome c assay, which allowed the determination of IC50 and kcat values for the reaction of the metalloporphyrins with superoxide anion radical (O2-·). Sodium stearate-linked MnT4MPyP was the most effective catalyst as an SOD mimic to decompose O2-· at a second-order rate constant of 1.9 × 107 M-1s-1 in dimyristoylphosphatidylcholine (DMPC) liposomes. SOD activity of MnT3FuP was less than that of MnT4MPyP.",

keywords = "cationic metalloporphyrin, liposome, nano particle, superoxide anion radical, superoxide dismutase",

author = "Makoto Yuasa and Kenichi Oyaizu and Akihiko Ogata and Noriyoshi Matsukura and Aritomo Yamaguchi",

year = "2005",

doi = "10.5650/jos.54.233",

language = "English",

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pages = "233--239",

journal = "Journal of oleo science",

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TY - JOUR

T1 - Preparation of Liposomes Surface-Loaded with Cationic Manganese Porphyrins as SOD Mimics

AU - Yuasa, Makoto

AU - Oyaizu, Kenichi

AU - Ogata, Akihiko

AU - Matsukura, Noriyoshi

AU - Yamaguchi, Aritomo

PY - 2005

Y1 - 2005

N2 - A water-soluble cationic 5,10,15,20-tetrakis(N-methylpyridinium-4-yl)porphinatomanganese(III) ion (MnT4MPyP) and water-insoluble 5,10,15,20-tetrakis(N-3-furyl)porphinatomanganese(III) ion (MnT3FuP) were prepared and ion-complexed with an anionic phospholipid membrane to enhance the circulation persistence of the porphyrin complexes in vivo. Fluorescence spectra and fluorescence depolarization experiments indicated MnT3FuP to be situated within the hydrophobic interior of the vesicle composed of the phospholipid membrane, while MnT4MPyP was anchored to the membrane by lipophilic tails with the metalloporphyrin head-group located on the interface between the membrance and aqueous solvent. SOD activity was determined by stopped-flow analysis and cytochrome c assay, which allowed the determination of IC50 and kcat values for the reaction of the metalloporphyrins with superoxide anion radical (O2-·). Sodium stearate-linked MnT4MPyP was the most effective catalyst as an SOD mimic to decompose O2-· at a second-order rate constant of 1.9 × 107 M-1s-1 in dimyristoylphosphatidylcholine (DMPC) liposomes. SOD activity of MnT3FuP was less than that of MnT4MPyP.

AB - A water-soluble cationic 5,10,15,20-tetrakis(N-methylpyridinium-4-yl)porphinatomanganese(III) ion (MnT4MPyP) and water-insoluble 5,10,15,20-tetrakis(N-3-furyl)porphinatomanganese(III) ion (MnT3FuP) were prepared and ion-complexed with an anionic phospholipid membrane to enhance the circulation persistence of the porphyrin complexes in vivo. Fluorescence spectra and fluorescence depolarization experiments indicated MnT3FuP to be situated within the hydrophobic interior of the vesicle composed of the phospholipid membrane, while MnT4MPyP was anchored to the membrane by lipophilic tails with the metalloporphyrin head-group located on the interface between the membrance and aqueous solvent. SOD activity was determined by stopped-flow analysis and cytochrome c assay, which allowed the determination of IC50 and kcat values for the reaction of the metalloporphyrins with superoxide anion radical (O2-·). Sodium stearate-linked MnT4MPyP was the most effective catalyst as an SOD mimic to decompose O2-· at a second-order rate constant of 1.9 × 107 M-1s-1 in dimyristoylphosphatidylcholine (DMPC) liposomes. SOD activity of MnT3FuP was less than that of MnT4MPyP.

KW - cationic metalloporphyrin

KW - liposome

KW - nano particle

KW - superoxide anion radical

KW - superoxide dismutase

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JO - Journal of oleo science

JF - Journal of oleo science

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ER -

Preparation of Liposomes Surface-Loaded with Cationic Manganese Porphyrins as SOD Mimics

Abstract

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