2-methacryloyloxyethyl phosphorylcholine
Synonym(s):MPC
- CAS NO.:67881-98-5
- Empirical Formula: C11H22NO6P
- Molecular Weight: 295.27
- MDL number: MFCD11112180
- EINECS: 417-560-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:13:27
What is 2-methacryloyloxyethyl phosphorylcholine?
Chemical properties
White solid
The Uses of 2-methacryloyloxyethyl phosphorylcholine
MPC block copolymers with styrene are biocompatible in nature.
What are the applications of Application
Among biocompatible polymers, a polymer family containing 2-methacryloyloxyethyl phosphorylcholine (MPC) has attracted attention for fundamental studies and applications. MPC polymers are synthetic phospholipid polymers with zwitterionic phosphorylcholine (PC) head groups, which can form cell-membrane-like structures on various material surfaces. This special surface structure has a unique capacity to prevent nonspecific protein adsorption (NPA) and thus biofouling by the adsorption of biomolecules, cells, and other biological entities. This property is helpful in applications involving biological entities (e.g., proteins, other biomolecules, cells), biological samples (e.g., tears, saliva), contact with plasma and whole blood, and implantation in the body or other biological environments[1].
General 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.
References
[1] Seetasang, Sasikarn and Yan Xu. “Recent progress and perspectives in applications of 2-methacryloyloxyethyl phosphorylcholine polymers in biodevices at small scales.” Journal of Materials Chemistry B 14 (2022): 2323–2337.
Properties of 2-methacryloyloxyethyl phosphorylcholine
| Melting point: | 143-148°C |
| Density | 1.22-1.41 at 21.5-22.4℃ |
| vapor pressure | 0-0Pa at 25℃ |
| storage temp. | 2-8°C |
| form | Powder |
| color | White to Almost white |
| Water Solubility | 83-86vol% at 20℃ and pH5.9-6.8[vol%] |
| 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 |
| CAS DataBase Reference | 67881-98-5(CAS DataBase Reference) |
Safety information for 2-methacryloyloxyethyl phosphorylcholine
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H317:Sensitisation, Skin |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P272:Contaminated work clothing should not be allowed out of the workplace. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. |
Computed Descriptors for 2-methacryloyloxyethyl phosphorylcholine
| InChIKey | ZSZRUEAFVQITHH-UHFFFAOYSA-N |
| SMILES | O(CC[N+](C)(C)C)P([O-])(=O)OCCOC(=O)C(=C)C |
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