2-Methacryloyloxyethyl phosphorylcholine

• CAT Number: M007194
• CAS Number: 67881-98-5
• Molecular Formula: C11H22NO6P
• Molecular Weight: 295.272
• Purity: ≥95%
• Synonyms: 2-methacryloyloxyethyl phosphorylcholine;2-(Methacryloyloxy)ethyl 2-(Trimethylammonio)ethyl Phosphate;Phosphoric Acid 2-(Methacryloyloxy)ethyl 2-(Trimethylammonio)ethyl Ester;[2-[[2-(Methacryloyloxy)ethoxy]phosphonyloxy]ethyl]trimethylaminium;Methacr
• Storage: -20°C
• 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

2-Methacryloyloxyethyl phosphorylcholine (CAS 67881-98-5) containing a phosphorylcholine group in the side chain is a most suitable monomer to mimic the phospholipid polar groups contained with cell membranes. It blocks copolymers are biocompatible in nature; it shows desirable interaction with living tissues. 

 

Reference

1.Ishihara, Kazuhiko, et al. "Inhibition of fibroblast cell adhesion on substrate by coating with 2-methacryloyloxyethyl phosphorylcholine polymers." Journal of Biomaterials Science, Polymer Edition 10.10 (1999): 1047-1061.
2.Konno, Tomohiro, Junji Watanabe, and Kazuhiko Ishihara. "Enhanced solubility of paclitaxel using water‐soluble and biocompatible 2‐methacryloyloxyethyl phosphorylcholine polymers." Journal of Biomedical Materials Research Part A: An Official Journal of The Society for Biomaterials, The Japanese Society for Biomaterials, and The Australian Society for Biomaterials and the Korean Society for Biomaterials 65.2 (2003): 209-214.
3.Sibarani, James, Madoka Takai, and Kazuhiko Ishihara. "Surface modification on microfluidic devices with 2-methacryloyloxyethyl phosphorylcholine polymers for reducing unfavorable protein adsorption." Colloids and Surfaces B: Biointerfaces 54.1 (2007): 88-93.