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| Content Provider | World Health Organization (WHO)-Global Index Medicus |
|---|---|
| Author | Kano, Koji Ochi, Toshiro Okunaka, Sayuri Ota, Yusuke Karasugi, Keiichi Ueda, Takunori Kitagishi, Hiroaki |
| Description | Country affiliation: Japan Author Affiliation: Kano K ( Department of Molecular Chemistry and Biochemistry, Doshisha University, Kyotanabe, Kyoto 610-0321, Japan. kkano@mail.doshisha.ac.jp) |
| Abstract | Poly(acrylic acid) (PAA) is modified by 5-(4-β-alanylaminophenyl)-10,15,20-tris(4-sulfonatophenyl) porphinatoiron(III) to yield iron porphyrin-bearing PAAs (FeP(n)s) through a condensation reaction. FeP(n)s were further functionalized by Py3CD, which is a per-O-methylated β-cyclodextrin (CD) dimer with a pyridine linker and includes the porphyrin pendants to form ferric hemoCD-P(n)s. Ferrous hemoCD-P(3), having three porphyrin chromophores in a polymer chain, is shown to bind molecular oxygen $(P_{1/2}=7.9±1.4 Torr)$ in aqueous solution at pH 7.0 and 25 °C, affording oxy-hemoCD-P(3). Oxy-hemoCD-P(3) is biphasically autoxidized to ferric hemoCD-P(3), with 27 % of the dioxygen adducts being rapidly oxidized. The rate of autoxidation of oxy-hemoCD-P(15), having 15 porphyrin chromophores in a polymer chain, was much faster than that of oxy-hemoCD-P(3), thus suggesting self-catalyzed autoxidation of oxy-hemoCD-P(n)s. Oxy-hemoCD-P(n)s are markedly stabilized by catalase, thereby indicating that hydrogen peroxide generated from oxy-hemoCD-P(n) accelerates the autoxidation. Most of the hemoCD-P(3) molecules injected into the femoral vein of a rat remained in the body, though about 16 % of the hemoCD-P(3) molecules were excreted in the urine as a carbon monoxide adduct. |
| File Format | HTM / HTML |
| ISSN | 18614728 |
| Issue Number | 11 |
| Volume Number | 6 |
| e-ISSN | 1861471X |
| Journal | Chemistry - An Asian Journal |
| Language | English |
| Publisher | Wiley-VCH |
| Publisher Date | 2011-11-04 |
| Publisher Place | Germany |
| Access Restriction | One Nation One Subscription (ONOS) |
| Subject Keyword | Water Research Support, Non-u.s. Gov't Carbon Monoxide Delayed-action Preparations Male Iron Journal Article Spectrometry, Mass, Matrix-assisted Laser Desorption-ionization Beta-cyclodextrins Catalase Solutions Discipline Chemistry Hydrogen-ion Concentration Diatoms Blood Substitutes Polymers Pyridines Oxygen Rats Chemical Synthesis Pharmacology Metalloporphyrins Metabolism Acrylates Magnetic Resonance Imaging Chemistry Animals Analysis Oxidation-reduction Superoxides Pharmacokinetics |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Biochemistry |
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