• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

聚山梨酯的自动氧化

Autoxidation of polysorbates.

作者信息

Donbrow M, Azaz E, Pillersdorf A

出版信息

J Pharm Sci. 1978 Dec;67(12):1676-81. doi: 10.1002/jps.2600671211.

DOI:10.1002/jps.2600671211
PMID:31449
Abstract

Aqueous solutions of polysorbate 20 undergo autoxidation on storage, with the peroxide number increasing and subsequently decreasing again, the acidity increasing continuously, the pH and surface tension falling and tending to level off, and the cloud point dropping sharply until turbidity begins at room temperature. The changes are accelerated by light, elevation of temperature, and a copper sulfate catalyst. At the same time, hydrolysis occurs, liberating lauric acid. Analysis of the alterations in these properties leads to the conclusion that hydrolysis has the major influence near room temperature and that oxyethylene undergoes chain shortening at temperatures above 40 degrees. However, evidence of degradation is detectable even in previously unopened commercial samples of polysorbates 20, 40, and 60, warranting attention to the stability of and standards for these surfactants as compared with the solid alkyl ether type of nonionic surfactant.

摘要

聚山梨醇酯20的水溶液在储存过程中会发生自动氧化,过氧化物值先升高后又降低,酸度持续增加,pH值和表面张力下降并趋于平稳,浊点急剧下降,直至在室温下开始出现浑浊。光照、温度升高和硫酸铜催化剂会加速这些变化。与此同时,会发生水解反应,释放出月桂酸。对这些性质变化的分析得出结论,在室温附近水解起主要作用,而在40摄氏度以上的温度下,氧化乙烯会发生链长缩短。然而,即使在之前未开封的聚山梨醇酯20、40和60商业样品中也能检测到降解迹象,因此与固体烷基醚型非离子表面活性剂相比,需要关注这些表面活性剂的稳定性和标准。

相似文献

1
Autoxidation of polysorbates.聚山梨酯的自动氧化
J Pharm Sci. 1978 Dec;67(12):1676-81. doi: 10.1002/jps.2600671211.
2
Peroxide formation in polysorbate 80 and protein stability.聚山梨醇酯80中过氧化物的形成与蛋白质稳定性
J Pharm Sci. 2002 Oct;91(10):2252-64. doi: 10.1002/jps.10216.
3
Surface tension and cloud point changes of polyoxyethylenic non-ionic surfactants during autoxidation.
J Pharm Pharmacol. 1975 Mar;27(3):160-6. doi: 10.1111/j.2042-7158.1975.tb09430.x.
4
Characterization of Polysorbate Ester Fractions and Implications in Protein Drug Product Stability.聚山梨酯酯级分的特性及其对蛋白药物产品稳定性的影响。
Mol Pharm. 2020 Jul 6;17(7):2345-2353. doi: 10.1021/acs.molpharmaceut.0c00093. Epub 2020 Jun 5.
5
Polysorbates 20 and 80 used in the formulation of protein biotherapeutics: structure and degradation pathways.用于蛋白质生物治疗药物制剂的聚山梨酯20和80:结构与降解途径
J Pharm Sci. 2008 Aug;97(8):2924-35. doi: 10.1002/jps.21190.
6
Recombinant factor VIII SQ--the influence of formulation parameters on structure and surface adsorption.重组因子VIII皮下注射剂——制剂参数对结构和表面吸附的影响
Int J Pharm. 2000 Jan 20;194(1):69-79. doi: 10.1016/s0378-5173(99)00369-5.
7
Acidic and alkaline hydrolysis of polysorbates under aqueous conditions: Towards understanding polysorbate degradation in biopharmaceutical formulations.在水相条件下聚山梨酯的酸碱性水解:探索聚山梨酯在生物制药制剂中的降解。
Eur J Pharm Sci. 2020 Mar 1;144:105211. doi: 10.1016/j.ejps.2019.105211. Epub 2020 Jan 10.
8
Investigating the Influence of Polysorbate 20/80 and Polaxomer P188 on the Surface & Interfacial Properties of Bovine Serum Albumin and Lysozyme.研究聚山梨酯 20/80 和泊洛沙姆 P188 对牛血清白蛋白和溶菌酶表面及界面性质的影响。
Pharm Res. 2019 May 20;36(7):107. doi: 10.1007/s11095-019-2631-6.
9
Degradation of polysorbates 20 and 80: studies on thermal autoxidation and hydrolysis.聚山梨酯 20 和 80 的降解:热自氧化和水解研究。
J Pharm Sci. 2011 Feb;100(2):721-31. doi: 10.1002/jps.22290. Epub 2010 Aug 27.
10
Degradation Mechanisms of Polysorbate 20 Differentiated by O-labeling and Mass Spectrometry.通过O标记和质谱法区分的聚山梨醇酯20的降解机制
Pharm Res. 2017 Jan;34(1):84-100. doi: 10.1007/s11095-016-2041-y. Epub 2016 Oct 13.

引用本文的文献

1
Micellar Solvent Accessibility of Esterified Polyoxyethylene Chains as Crucial Element of Polysorbate Oxidation: A Density Functional Theory, Molecular Dynamics Simulation and Liquid Chromatography/Mass Spectrometry Investigation.酯化聚氧乙烯链的胶束溶剂可及性作为聚山梨酯氧化的关键因素:密度泛函理论、分子动力学模拟及液相色谱/质谱研究
Mol Pharm. 2025 Mar 3;22(3):1348-1364. doi: 10.1021/acs.molpharmaceut.4c01015. Epub 2025 Feb 3.
2
Stress-mediated polysorbate 20 degradation and its potential impact on therapeutic proteins.应激介导的聚山梨酯 20 降解及其对治疗性蛋白的潜在影响。
Pharm Res. 2024 Jun;41(6):1217-1232. doi: 10.1007/s11095-024-03700-7. Epub 2024 May 13.
3
Determining the Oxidation Mechanism through Radical Intermediates in Polysorbates 80 and 20 by Electron Paramagnetic Resonance Spectroscopy.
通过电子顺磁共振光谱法确定聚山梨酯80和20中自由基中间体的氧化机制
Pharmaceuticals (Basel). 2024 Feb 9;17(2):233. doi: 10.3390/ph17020233.
4
Comparative Stability Study of Polysorbate 20 and Polysorbate 80 Related to Oxidative Degradation.聚山梨醇酯20和聚山梨醇酯80与氧化降解相关的稳定性比较研究
Pharmaceutics. 2023 Sep 16;15(9):2332. doi: 10.3390/pharmaceutics15092332.
5
Oxidation of polysorbates - An underestimated degradation pathway?聚山梨酯的氧化——一种被低估的降解途径?
Int J Pharm X. 2023 Jul 27;6:100202. doi: 10.1016/j.ijpx.2023.100202. eCollection 2023 Dec 15.
6
Impact of Primary Container Closure System on PS80 Oxidation and the Mechanistic Understanding.初级容器密封系统对 PS80 氧化的影响及机理研究。
Pharm Res. 2023 Aug;40(8):1965-1976. doi: 10.1007/s11095-023-03556-3. Epub 2023 Jul 11.
7
Trends in Light and Temperature Sensitivity Recommendations among Licensed Biotechnology Drug Products.已获许可的生物技术药品中光敏感性和温度敏感性建议的趋势
Pharm Res. 2023 Jun;40(6):1491-1505. doi: 10.1007/s11095-023-03494-0. Epub 2023 Apr 6.
8
Alternative Excipients for Protein Stabilization in Protein Therapeutics: Overcoming the Limitations of Polysorbates.蛋白质治疗药物中用于蛋白质稳定化的替代辅料:克服聚山梨酯的局限性
Pharmaceutics. 2022 Nov 23;14(12):2575. doi: 10.3390/pharmaceutics14122575.
9
Effects of polyol excipient stability during storage and use on the quality of biopharmaceutical formulations.多元醇辅料在储存和使用过程中的稳定性对生物制药制剂质量的影响。
J Pharm Anal. 2022 Oct;12(5):774-782. doi: 10.1016/j.jpha.2022.03.003. Epub 2022 Mar 24.
10
Characterization of radicals in polysorbate 80 using electron paramagnetic resonance (EPR) spectroscopy and spin trapping.利用电子顺磁共振(EPR)光谱和自旋捕获技术对聚山梨酯80中的自由基进行表征。
Int J Pharm X. 2022 Jun 23;4:100123. doi: 10.1016/j.ijpx.2022.100123. eCollection 2022 Dec.