2-Methacryloyloxyethyl phosphorylcholine

• Catalog Number: ACM67881985-2
• Product Name: 2-Methacryloyloxyethyl phosphorylcholine
• CAS: 67881-98-5
• Category: Polymer/Macromolecule
• Description: 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.
• Synonyms: MPC
• Molecular Weight: 295.27
• Molecular Formula: C₁₁H₂₂NO₆P
• Canonical SMILES: CC(=C)C(=O)OCCOP([O-])(=O)OCC[N+](C)(C)C
• 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
• InChI Key: ZSZRUEAFVQITHH-UHFFFAOYSA-N
• Melting Point: 143-148 °C
• Application: MPC block copolymers with styrene are biocompatible in nature.
• Assay: 97%
• Contains: ≤100 ppm MEHQ as inhibitor
• Features And Benefits: 1. High quality products; 2. Fast delivery; 3. Additional products can be ordered, please contact us for details
• MDL Number: MFCD11112180
• NACRES: NA.23
• Packaging: Packaging; 5 g in glass bottle
• PubChem ID: 329764541
• Quality Level: 100
• Storage Temperature: 2-8°C

Case Study

2-Methacryloyloxyethyl Phosphorylcholine for the Synthesis of Protein Delivery Nanocapsules

Liang S, et al. Nano Research, 2016, 9, 1022-1031.

Protein therapeutics with stealth capabilities can be successfully engineered by coating individual protein molecules with thin layers of zwitterionic polymers to resist nonspecific protein uptake. In this strategy, phosphocholine (PC) polymer nanocapsules were synthesized to extend the circulation time of the therapeutic protein and minimize its immunogenicity. In this work, 2-methacryloyloxyethyl phosphorylcholine (MPC), as a monomer, is an important synthetic raw material for PC polymer nanocapsules.
Synthesis of nanocapsules with MPC
· Proteins were first pre-conjugated with polymerizable acryloyl groups using N-hydroxysuccinimide ester, and encapsulated via in situ polymerization at room temperature using MPC as the monomer, BIS as the crosslinker, and ammonium persulfate and tetramethylethylenediamine as the initiator.
· In the synthesis procedure, solutions of MPC and BIS were created as 10% (m/v) stock solutions in DI-water and anhydrous DMSO, respectively. These solutions were then mixed with the proteins at a specific molar ratio. The protein concentration was adjusted to 1 mg/mL with a phosphate buffer (50 mM, pH 7.0). Polymerization was initiated by adding APS and TEMED, followed by keeping at 4 °C for 2 hours.