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2-(Methacryloyloxy)ethyl 2-(Trimethylammonio)ethyl Phosphate - >96.0%, high purity , CAS No.67881-98-5

    Grade & Purity:
  • ≥96%
In stock
Item Number
M158414
Grouped product items
SKU Size
Availability
Price Qty
M158414-250mg
250mg
3
$11.90
M158414-1g
1g
1
$36.90
M158414-5g
5g
2
$152.90
M158414-25g
25g
1
$605.90
M158414-50g
50g
1
$1,028.90

Basic Description

Synonyms 2-Methacryloyloxyethyl phosphorylcholine | Phosphoric Acid 2-(Methacryloyloxy)ethyl 2-(Trimethylammonio)ethyl Ester | MPC
Specifications & Purity ≥96%
Storage Temp Protected from light,Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

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.

Taxonomic Classification

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

Names and Identifiers

IUPAC Name 2-(2-methylprop-2-enoyloxy)ethyl 2-(trimethylazaniumyl)ethyl phosphate
INCHI 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
InChIKey ZSZRUEAFVQITHH-UHFFFAOYSA-N
Smiles CC(=C)C(=O)OCCOP(=O)([O-])OCC[N+](C)(C)C
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=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

39 results found

Lot Number Certificate Type Date Item
D2502322 Certificate of Analysis Mar 15, 2025 M158414
D2502328 Certificate of Analysis Mar 15, 2025 M158414
D2502329 Certificate of Analysis Mar 15, 2025 M158414
D2502330 Certificate of Analysis Mar 15, 2025 M158414
B2511309 Certificate of Analysis Jan 13, 2025 M158414
B2511310 Certificate of Analysis Jan 13, 2025 M158414
B2511314 Certificate of Analysis Jan 13, 2025 M158414
B2511404 Certificate of Analysis Jan 13, 2025 M158414
I2402003 Certificate of Analysis Aug 23, 2024 M158414
I2402004 Certificate of Analysis Aug 23, 2024 M158414
I2402005 Certificate of Analysis Aug 23, 2024 M158414
I2402650 Certificate of Analysis Aug 23, 2024 M158414
E2411285 Certificate of Analysis Apr 26, 2024 M158414
E2411287 Certificate of Analysis Apr 26, 2024 M158414
E2411286 Certificate of Analysis Apr 26, 2024 M158414
E2411288 Certificate of Analysis Apr 26, 2024 M158414
L2325217 Certificate of Analysis Dec 15, 2023 M158414
L2325218 Certificate of Analysis Dec 15, 2023 M158414
L2325219 Certificate of Analysis Dec 15, 2023 M158414
I2321639 Certificate of Analysis Jun 14, 2023 M158414
I2321603 Certificate of Analysis Jun 14, 2023 M158414
F23281007 Certificate of Analysis Jun 14, 2023 M158414
F2328976 Certificate of Analysis Jun 14, 2023 M158414
F2328977 Certificate of Analysis Jun 14, 2023 M158414
F23281018 Certificate of Analysis Jun 14, 2023 M158414
F2328973 Certificate of Analysis Jun 14, 2023 M158414
B2320456 Certificate of Analysis Feb 06, 2023 M158414
B2320462 Certificate of Analysis Feb 06, 2023 M158414
B2320382 Certificate of Analysis Feb 06, 2023 M158414
A2409416 Certificate of Analysis Jan 03, 2023 M158414
I2223183 Certificate of Analysis Jul 09, 2022 M158414
I2223185 Certificate of Analysis Jul 09, 2022 M158414
I2223186 Certificate of Analysis Jul 09, 2022 M158414
I2223187 Certificate of Analysis Jul 09, 2022 M158414
F2222485 Certificate of Analysis Jun 13, 2022 M158414
F2222365 Certificate of Analysis Jun 13, 2022 M158414
C2218362 Certificate of Analysis Feb 16, 2022 M158414
C2218361 Certificate of Analysis Feb 16, 2022 M158414
C2218353 Certificate of Analysis Feb 16, 2022 M158414

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Chemical and Physical Properties

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

Citations of This Product

1. Hui Yan, Yumei Qin, Yanyan Li, Yongqi An, Haoshuang Wu, Chong Chen, Li Yang, Fanjun Zhang, Rifang Luo, Qing Jiang, Yunbing Wang.  (2023)  Anti-fouling plus: Engineered stent coating with inflammation-regulation capability enables enhanced tissue healing.  COMPOSITES PART B-ENGINEERING,  267  (111055). 
2. Xiaohui Wang, Yuanxiangyi Feng, Zhe Li, Jinhua Liu, Dandan Sun, Wei Yang, Xiaowei Xing, Wenjun Liu, Hongxin Zhang.  (2024)  A novel multifunctional fluorescent capillary-based sensor for simultaneous monitoring of pH, O2 and CO2.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,  304  (123349). 
3. Tianyi Bao, Nan Li, Huan Chen, Zinan Zhao, Jin Fan, Yingfang Tao, Chenglong Chen, Mimi Wan, Guoyong Yin, Chun Mao.  (2023)  Drug-Loaded Zwitterion-Based Nanomotors for the Treatment of Spinal Cord Injury.  ACS Applied Materials & Interfaces,  15  (27): (32762–32771). 
4. Qiuli Cheng, Zhihao Wang, Shumin Hu, Yi-Yang Peng, Rui Zhu, Leitao Zhang, Junbo Li, Ravin Narain.  (2023)  Glycopolymer-based multifunctional antibacterial hydrogel dressings for accelerating cutaneous wound healing.  Journal of Materials Chemistry B,  11  (30): (7228-7238). 
5. Lin Chen, Dan Fang, Junyue Zhang, Xiangyu Xiao, Nan Li, Yue Li, Mimi Wan, Chun Mao.  (2023)  Nanomotors-loaded microneedle patches for the treatment of bacterial biofilm-related infections of wound.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,  647  (142). 
6. Yi Wang, Linhao Hou, Yiqian Huang, Pengfei Wei, Liya Sun, Yan Zhang, Xueqiao Yu, Shiqing Ma, Wei Jing, Bo Zhao, Huachong Ma.  (2023)  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,  614  (156185). 
7. Qi Tong, Ao Sun, Zhengjie Wang, Tao Li, Xinye He, Yongjun Qian, Zhiyong Qian.  (2022)  Hybrid heart valves with VEGF-loaded zwitterionic hydrogel coating for improved anti-calcification and re-endothelialization.  Materials Today Bio,  17  (100459). 
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,  184  (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,     
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,  91  (556). 
11. Long Huang, Meiying Liu, Liucheng Mao, Qiang Huang, Hongye Huang, Guangjian Zeng, Jianwen Tian, Yuanqing Wen, Xiaoyong Zhang, Yen Wei.  (2018)  A facile FeBr3 based photoATRP for surface modification of mesoporous silica nanoparticles for controlled delivery cisplatin.  APPLIED SURFACE SCIENCE,  434  (204). 
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,  79  (596). 
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,  (16): (2472-2483). 
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,  76  (586). 
15. Guangjian Zeng, Meiying Liu, Kexin Shi, Chunning Heng, Liucheng Mao, Qing Wan, Hongye Huang, Fengjie Deng, Xiaoyong Zhang, Yen Wei.  (2016)  Surface modification of nanodiamond through metal free atom transfer radical polymerization.  APPLIED SURFACE SCIENCE,  390  (710). 
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,  490  (151893). 
17. You Ke, Haotian Meng, Zeyu Du, Wentai Zhang, Qing Ma, Yuting Huang, Linxian Cui, Yifeng Lei, Zhilu Yang.  (2024)  Bioinspired super-hydrophilic zwitterionic polymer armor combats thrombosis and infection of vascular catheters.  Bioactive Materials,  37  (493). 
18. Guo Li, Yu Wang, Tao Chen, Haili Zhao.  (2025)  Construction of nanoparticle-based 3D protein microarrays with high protein capacity and controllable density.  EUROPEAN POLYMER JOURNAL,  224  (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,    (465819). 
20. Kaige Yan, Baoluo He, Shihan Wu, Yixin Zeng, Peng Wang, Shujuan Liu, Qian Ye, Feng Zhou, Weimin Liu.  (2024)  Fabrication of Poly(ionic liquid) Hydrogels Incorporating Liquid Metal Microgels for Enhanced Synergistic Antifouling Applications.  ACS Applied Materials & Interfaces,  16  (23): (30453-30461). 
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,  35  (9): (1417-1428). 
22. Zhang Wen, Li Jiaxin, Wang Nan, Li Muzi, Peng Chen, Zhang Xinyue, Ouyang Guanghui, Li Yan.  (2025)  Lung-targeted polyzwitterionic lipid nanoparticles for effective treatment of lung inflammation.  Science China-Chemistry,    (1-10). 
23. Yawen Zhao, Mingyu Li, Nuoya Chen, Kaiyang Huang, Xiaofeng Wu, Yanfei Tan, Qinsheng Hu, Rifang Luo, Yunbing Wang.  (2025)  Multifunctional hyaluronic acid-based coating to direct vascular cell fate for enhanced vascular tissue healing.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  288  (138741). 
24. Hao Cui, Yanchi Liu, Ying Yu, Dong Lv, Sha Ma, Mingju Gao, Ye Yang, Cheng Yuan, Yuan Liu, Chengxiao Wang.  (2024)  Panax notoginseng saponins and acetylsalicylic acid co-delivered liposomes for targeted treatment of ischemic stroke.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,    (124782). 
25. Zhe Li, Xiaohui Wang, Xiuli Fu, Jinhua Liu, Yuanan Liu, Hongxin Zhang.  (2025)  Ratiometric fluorescent capillary sensor for real-time dual-monitoring of pH and O2 fluctuation.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,  327  (125388). 
26. Jinhua Liu, Lan Guan, Zhe Li, Li Huang, Dan Li, Zhe Li, Xiaohui Wang, Yingqun Zhu, Yuanan Liu.  (2024)  Real-time blood gas analysis using pH, PO2 and PCO2 multifunctional fluorescent capillary sensing system.  CHEMICAL ENGINEERING JOURNAL,  493  (152651). 
27. Dongyong Sha, Ding Ding, Shuaimin Tang, Zhen Ma, Changsheng Liu, Yuan Yuan.  (2024)  Solvent-Triggered, Ultra-Adhesive, Conductive, and Biocompatible Transition Gels for Wearable Devices.  Small,    (2310731). 

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