2-methacryloyloxyethyl phosphorylcholine Chemical Properties

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

InChIKey

ZSZRUEAFVQITHH-UHFFFAOYSA-N

SMILES

O(CC[N+](C)(C)C)P([O-])(=O)OCCOC(=O)C(=C)C

LogP

-1.76 at 21℃

Surface tension

71.9-72.01mN/m at 1-1.09g/L and 20.1-22℃

CAS DataBase Reference

67881-98-5(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

WGK Germany 

1

HS Code 

29239000

2-methacryloyloxyethyl phosphorylcholine Usage And Synthesis

Chemical Properties

White solid

Uses

MPC block copolymers with styrene are biocompatible in nature.

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.

2-methacryloyloxyethyl phosphorylcholine(67881-98-5)Related Product Information

• 2-Bromobenzonitrile
• 6-Mercaptopurine
• Dimethyl phthalate
• ISOEUGENOL
• Acetylcholine
• phosphorylcholine
• ETHYLENE GLYCOL METHACRYLATE PHOSPHATE
• 2-methacryloyloxyethyl phosphorylcholine
• Phosphoric acid 2-(acryloyloxy)ethyl ester