Carbon radicals generated by solid polymers: Electron spin resonance spectroscopy for detection of species in water

被引:3
作者
Mochizuki, Akira [1 ]
Ono, Dai [1 ]
Kiminami, Hideaki [2 ]
Shinoda, Sayaka [2 ]
Abe, Yoshihiko [2 ]
机构
[1] Tokai Univ, Sch Engn, Dept Biomed Engn, Shimokasuya 143, Isehara, Kanagawa 2591292, Japan
[2] Terumo Co Ltd, R&D Ctr, 1500 Inokuchi, Nakai, Kanagawa 2590151, Japan
关键词
AGGREGATION; STABILITY; PRODUCTS; TRAPS;
D O I
10.1002/app.48604
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Radicals generated in plastic medical devices (solid phase) by gamma-rays or electron-beam irradiation during sterilization are known to cause oxidation of protein drugs, resulting in a loss or reduction in drug efficacy. The generation of radical species in water by the radical species in solid polymers has not been proved. Using electron spin resonance (ESR) spectroscopy, we confirm the generation of new radicals in water by gamma-ray irradiated cyclic olefin polymers (COP). ESR measurements are obtained using 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPOL) as a spin probe and 5-(2,2-dimethyl-1,3-propoxycyclophosphoryl)-5-methyl-1-pyrroline N-oxide (CYPMPO) as a spin trap, in which the irradiated COP was immersed. The ESR signals indicate the TEMPOL radicals decline over time, suggesting the generation of new radicals. Conversely, the characteristic ESR signals of the adduct formed by the reaction between CYPMPO and the hydroxyl radical are observed. Thus, hydroxyl radicals are generated because of the migration of the radicals from COP to water. (c) 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 137, 48604.
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页数:7
相关论文
共 27 条
  • [1] Antolovich M, 2002, ANALYST, V127, P183, DOI 10.1039/b009171p
  • [2] Development of Biotechnology Products in Pre-filled Syringes: Technical Considerations and Approaches
    Badkar, Advait
    Wolf, Amanda
    Bohack, Leigh
    Kolhe, Parag
    [J]. AAPS PHARMSCITECH, 2011, 12 (02): : 564 - 572
  • [3] Precipitation of a Monoclonal Antibody by Soluble Tungsten
    Bee, Jared S.
    Nelson, Stephanie A.
    Freund, Erwin
    Carpenter, John F.
    Randolph, Theodore W.
    [J]. JOURNAL OF PHARMACEUTICAL SCIENCES, 2009, 98 (09) : 3290 - 3301
  • [4] Boveris A, 1998, MEDICINA-BUENOS AIRE, V58, P350
  • [5] Inhibition of ROS-induced apoptosis in endothelial cells by nitrone spin traps via induction of phase II enzymes and suppression of mitochondria-dependent pro-apoptotic signaling
    Das, Amlan
    Gopalakrishnan, Bhavani
    Voss, Oliver H.
    Doseff, Andrea I.
    Villamena, Frederick A.
    [J]. BIOCHEMICAL PHARMACOLOGY, 2012, 84 (04) : 486 - 497
  • [6] On the efficiency of water soluble antioxidants
    Elia, Paz
    Azoulay, Amnon
    Zeiri, Yehuda
    [J]. ULTRASONICS SONOCHEMISTRY, 2012, 19 (02) : 314 - 324
  • [7] Evaluation of the chemical compatibility of plastic contact materials and pharmaceutical products; Safety considerations related to extractables and leachables
    Jenke, Dennis
    [J]. JOURNAL OF PHARMACEUTICAL SCIENCES, 2007, 96 (10) : 2566 - 2581
  • [8] Silicone oil induced aggregation of proteins
    Jones, LS
    Kaufmann, A
    Middaugh, CR
    [J]. JOURNAL OF PHARMACEUTICAL SCIENCES, 2005, 94 (04) : 918 - 927
  • [9] Synthesis and characterization of a practically better DEPMPO-type spin trap, 5-(2,2-dimethyl-1,3-propoxy cyclophosphoryl)-5-methyl-1-pyrroline N-oxide (CYPMPO)
    Kamibayashi, Masato
    Oowada, Shigeru
    Kameda, Hiroaki
    Okada, Taiichi
    Inanami, Osamu
    Ohta, Shunsaku
    Ozawa, Toshihiko
    Makino, Keisuke
    Kotake, Yashige
    [J]. FREE RADICAL RESEARCH, 2006, 40 (11) : 1166 - 1172
  • [10] Impact of Sterilization Method on Protein Aggregation and Particle Formation in Polymer-Based Syringes
    Kiminami, Hideaki
    Krueger, Aaron B.
    Abe, Yoshihiko
    Yoshino, Keisuke
    Carpenter, John F.
    [J]. JOURNAL OF PHARMACEUTICAL SCIENCES, 2017, 106 (04) : 1001 - 1007