Determine the necessary mass, volume, or concentration for preparing a solution.
≥96% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,Store at -20°C,Argon charged Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 36 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Product Introduction
Methacryloyloxyethyl phosphorylcholine (MPC), containing a phosphorylcholine group in the side chain is a most suitable monomer to mimic the phospholipid polar groups contained with cell membranes. MPC block copolymers are biocompatible in nature; it shows desirable interaction with living tissues. It is hydroscopic in nature.
Application
MPC block copolymers with styrene are biocompatible in nature.
| Canonical Smiles | CC(=C)C(=O)OCCOP(=O)([O-])OCC[N+](C)(C)C |
|---|---|
| IUPAC Name | 2-(2-methylprop-2-enoyloxy)ethyl 2-(trimethylazaniumyl)ethyl phosphate |
| InChIKey | ZSZRUEAFVQITHH-UHFFFAOYSA-N |
| INCHI | 1S/C11H22NO6P/c1-10(2)11(13)16-8-9-18-19(14,15)17-7-6-12(3,4)5/h1,6-9H2,2-5H3 |
| Isomeric SMILES | CC(=C)C(=O)OCCOP(=O)([O-])OCC[N+](C)(C)C |
| Molecular Weight | 295.27 |
| Reaxy-Rn | 8492805 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8492805&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic nitrogen compounds |
| Class | Organonitrogen compounds |
| Subclass | Quaternary ammonium salts |
| Intermediate Tree Nodes | Cholines |
| Direct Parent | Phosphocholines |
| Alternative Parents | Dialkyl phosphates Tetraalkylammonium salts Enoate esters Monocarboxylic acids and derivatives Organopnictogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Amines |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Phosphocholine - Dialkyl phosphate - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Tetraalkylammonium salt - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organic oxide - Organooxygen compound - Organopnictogen compound - Amine - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organic salt - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as phosphocholines. These are compounds containing a [2-(trimethylazaniumyl)ethoxy]phosphonic acid or derivative. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Mar 06, 2026 | M158414 | |
| Certificate of Analysis | Mar 06, 2026 | M158414 | |
| Certificate of Analysis | Mar 06, 2026 | M158414 | |
| Certificate of Analysis | Mar 06, 2026 | M158414 | |
| Certificate of Analysis | Mar 06, 2026 | M158414 | |
| Certificate of Analysis | Oct 13, 2025 | M158414 | |
| Certificate of Analysis | Sep 26, 2025 | M158414 | |
| Certificate of Analysis | Sep 26, 2025 | M158414 | |
| Certificate of Analysis | Sep 26, 2025 | M158414 | |
| Certificate of Analysis | Sep 26, 2025 | M158414 | |
| Certificate of Analysis | Jul 15, 2025 | M158414 | |
| Certificate of Analysis | Mar 15, 2025 | M158414 | |
| Certificate of Analysis | Mar 15, 2025 | M158414 | |
| Certificate of Analysis | Mar 15, 2025 | M158414 | |
| Certificate of Analysis | Mar 15, 2025 | M158414 | |
| Certificate of Analysis | Jan 13, 2025 | M158414 | |
| Certificate of Analysis | Jan 13, 2025 | M158414 | |
| Certificate of Analysis | Jan 13, 2025 | M158414 | |
| Certificate of Analysis | Jan 13, 2025 | M158414 | |
| Certificate of Analysis | Aug 23, 2024 | M158414 | |
| Certificate of Analysis | Aug 23, 2024 | M158414 | |
| Certificate of Analysis | Aug 23, 2024 | M158414 | |
| Certificate of Analysis | Aug 23, 2024 | M158414 | |
| Certificate of Analysis | Apr 26, 2024 | M158414 | |
| Certificate of Analysis | Apr 26, 2024 | M158414 | |
| Certificate of Analysis | Apr 26, 2024 | M158414 | |
| Certificate of Analysis | Apr 26, 2024 | M158414 | |
| Certificate of Analysis | Dec 15, 2023 | M158414 | |
| Certificate of Analysis | Dec 15, 2023 | M158414 | |
| Certificate of Analysis | Dec 15, 2023 | M158414 | |
| Certificate of Analysis | Jun 14, 2023 | M158414 | |
| Certificate of Analysis | Jun 14, 2023 | M158414 | |
| Certificate of Analysis | Jun 14, 2023 | M158414 | |
| Certificate of Analysis | Jun 14, 2023 | M158414 | |
| Certificate of Analysis | Jun 14, 2023 | M158414 | |
| Certificate of Analysis | Jun 14, 2023 | M158414 | |
| Certificate of Analysis | Jun 14, 2023 | M158414 | |
| Certificate of Analysis | Feb 06, 2023 | M158414 | |
| Certificate of Analysis | Feb 06, 2023 | M158414 | |
| Certificate of Analysis | Feb 06, 2023 | M158414 | |
| Certificate of Analysis | Jan 03, 2023 | M158414 | |
| Certificate of Analysis | Jul 09, 2022 | M158414 | |
| Certificate of Analysis | Jul 09, 2022 | M158414 | |
| Certificate of Analysis | Jul 09, 2022 | M158414 | |
| Certificate of Analysis | Jul 09, 2022 | M158414 | |
| Certificate of Analysis | Jun 13, 2022 | M158414 | |
| Certificate of Analysis | Jun 13, 2022 | M158414 | |
| Certificate of Analysis | Feb 16, 2022 | M158414 | |
| Certificate of Analysis | Feb 16, 2022 | M158414 | |
| Certificate of Analysis | Feb 16, 2022 | M158414 |
| Sensitivity | Moisture sensitive;heat sensitive;Light sensitive |
|---|---|
| Melt Point(°C) | 143-148 °C |
| Molecular Weight | 295.270 g/mol |
| XLogP3 | -0.200 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 10 |
| Exact Mass | 295.118 Da |
| Monoisotopic Mass | 295.118 Da |
| Topological Polar Surface Area | 84.900 Ų |
| Heavy Atom Count | 19 |
| Formal Charge | 0 |
| Complexity | 354.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
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| 6. Yi Wang, Linhao Hou, Yiqian Huang, Pengfei Wei, Liya Sun, Yan Zhang, Xueqiao Yu, Shiqing Ma, Wei Jing, Bo Zhao, Huachong Ma. (2022) Decorated small intestinal submucosa (SIS) based bio-patch with anti-fouling and vascularized capacity to accelerate chronic wound regeneration via TGF-β and MAPK pathway. APPLIED SURFACE SCIENCE, [PMID:] [10.1016/j.apsusc.2022.156185] |
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| 8. Hu Lin, Quan Wang, Rui Zhong, Zhen Li, Weifeng Zhao, Yuanwei Chen, Meng Tian, Xianglin Luo. (2019) Biomimetic phosphorylcholine strategy to improve the hemocompatibility of pH-responsive micelles containing tertiary amino groups. COLLOIDS AND SURFACES B-BIOINTERFACES, [PMID:31629184] [10.1016/j.colsurfb.2019.110545] |
| 9. Yan Ming, Hao Hu, Yao Chen, Zhao-Qian Li, You-Qing Shen, Hai-Lin Cong, Bing Yu. (2019) Preparation of hydroxypropyl cellulose-poly (2-Methacryloyloxyethyl phosphorylcholine) coating for the analysis of proteins by capillary electrophoresis. FERROELECTRICS, [PMID:] [10.1080/00150193.2019.1592487] |
| 10. Chunning Heng, Xin Zhou, Xiaoyan Zheng, Meiying Liu, Yuanqing Wen, Hongye Huang, Daidi Fan, Junfeng Hui, Xiaoyong Zhang, Yen Wei. (2018) Surface grafting of rare-earth ions doped hydroxyapatite nanorods (HAp:Ln(Eu/Tb)) with hydrophilic copolymers based on ligand exchange reaction: Biological imaging and cancer treatment. Materials Science & Engineering C-Materials for Biological Applications, [PMID:30033287] [10.1016/j.msec.2018.05.079] |
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| 12. Liucheng Mao, Meiying Liu, Long Huang, Dazhuang Xu, Qing Wan, Guangjian Zeng, Yanfeng Dai, Yuanqing Wen, Xiaoyong Zhang, Yen Wei. (2017) Photo-induced surface grafting of phosphorylcholine containing copolymers onto mesoporous silica nanoparticles for controlled drug delivery. Materials Science & Engineering C-Materials for Biological Applications, [PMID:28629058] [10.1016/j.msec.2017.05.107] |
| 13. Shuai Li, Yuanyuan Cai, Jun Cao, Mengtan Cai, Yuanwei Chen, Xianglin Luo. (2017) Phosphorylcholine micelles decorated by hyaluronic acid for enhancing antitumor efficiency. Polymer Chemistry, 8 (16): (2472-2483). [PMID:] [10.1039/C6PY02032A] |
| 14. Long Huang, Meiying Liu, Liucheng Mao, Xiqi Zhang, Dazhuang Xu, Qing Wan, Qiang Huang, Yingge Shi, Fengjie Deng, Xiaoyong Zhang, Yen Wei. (2017) Polymerizable aggregation-induced emission dye for preparation of cross-linkable fluorescent nanoprobes with ultra-low critical micelle concentrations. Materials Science & Engineering C-Materials for Biological Applications, [PMID:28482567] [10.1016/j.msec.2017.03.122] |
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| 16. Hui Yan, Lietao Wang, Haoshuang Wu, Yongqi An, Yumei Qin, Zhen Xiang, Huining Wan, Yanfei Tan, Li Yang, Fanjun Zhang, Qing Jiang, Rifang Luo, Yunbing Wang. (2024) Anti-fouling coating with ROS-Triggered On-Demand regulation of inflammation to favor tissue healing on vascular devices. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.151893] |
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| 18. Guo Li, Yu Wang, Tao Chen, Haili Zhao. (2024) Construction of nanoparticle-based 3D protein microarrays with high protein capacity and controllable density. EUROPEAN POLYMER JOURNAL, [PMID:] [10.1016/j.eurpolymj.2024.113708] |
| 19. Qi Peng, Yan Ye, Xinglin Wu, Chenchen Lin, Xucong Lin, Qibiao Weng, Qinai Chen. (2025) Dual-mode monolithic column with zwitterion antifouling and aptamer affinity for online specific recognition of okadaic acid. JOURNAL OF CHROMATOGRAPHY A, [PMID:40036915] [10.1016/j.chroma.2025.465819] |
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| 21. Jun Liu, Yanhua Li, Kehui Zhou, Shijia Zhang, Yue Wang, Xiumei Wang, Xiabin Lan, Qixian Chen, Yan Zhao. (2024) In Situ Polymerization for Manufacture of Multifunctional Delivery Systems for Transcellular Delivery of Nucleic Acids. BIOCONJUGATE CHEMISTRY, [PMID:39225485] [10.1021/acs.bioconjchem.4c00319] |
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