730114
2-Methacryloyloxyethyl phosphorylcholine
contains ≤100 ppm MEHQ as inhibitor, 97%
Synonyme(s) :
MPC
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About This Item
Formule empirique (notation de Hill):
C11H22NO6P
Numéro CAS:
Poids moléculaire :
295.27
Numéro MDL:
Code UNSPSC :
12162002
ID de substance PubChem :
Nomenclature NACRES :
NA.23
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Pureté
97%
Forme
powder or crystals
Contient
≤100 ppm MEHQ as inhibitor
Pf
143-148 °C
Température de stockage
2-8°C
Chaîne 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
Clé InChI
ZSZRUEAFVQITHH-UHFFFAOYSA-N
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Catégories apparentées
Description générale
2-Methacryloyloxyethyl phosphorylcholine (MPC) is a zwitterionic phosphorylcholine group-containing methacrylate monomer and is the most suitable monomer to mimic the phospholipid polar groups contained with cell membranes. It is also used in the preparations of a wide range of polymeric biomaterials because of its excellent resistance to nonspecific protein adsorption, biocompatibility, and low toxicity. It is also used to develop diverse molecular structures with adjustable properties using a range of polymerization methods, including living radical polymerization. Due to the reactivity of methacrylate, MPC-based materials have a wide range of applications in biomedical fields. Furthermore, MPC is also used as a monomer in the production of various polymeric materials for several applications such as medical devices, lithium-based batteries, contact lenses, drug delivery, wound dressings, and tissue engineering scaffolds.
Application
2-Methacryloyloxyethyl phosphorylcholine (MPC) can be used in the following applications:
- Use as a monomer to produce fully zwitterionic polymer networks in a solvate ionic liquid for use as a gel electrolyte in lithium-based batteries.
- Synthesis of polymer coatings for medical devices to prevent blood clotting and bacterial adhesion.
- Preparation of hydrogels for use as contact lens materials and wound dressing.
- Production of polymeric micelles and nanoparticles for drug delivery.
- Use as a monomer to prepare polymer-modified antifouling silicone hydrogel contact lenses. The addition of MPC forms a cell membrane-like structure on the contact lens and helps to prevent cell and bacterial adhesion on the surface.
Caractéristiques et avantages
- It has bioinert properties due to the presence of a zwitter ionic phosphorylcholine (PC) group in the side chain.
- It can build various molecular architectures with tunable properties.
- It has excellent resistance to cell adhesion, blood coagulation, and non-specific protein adsorption.
Produit(s) apparenté(s)
Réf. du produit
Description
Tarif
Mention d'avertissement
Warning
Mentions de danger
Conseils de prudence
Classification des risques
Skin Sens. 1
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 1
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Les clients ont également consulté
N Nakabayashi et al.
Bio-medical materials and engineering, 14(4), 345-354 (2004-10-09)
Copolymers of 2-methacryloyloxyethyl phosphorylcholine (MPC) showed good hemocompatibility as hypothesized. The hypothesis was surfaces having phosphorylcholine groups by polymerization of MPC could accumulate phospholipids from blood stream and show good blood compatibility. We designed and prepared a methacylate having a
N Nakabayashi et al.
Biomaterials, 24(13), 2431-2435 (2003-04-18)
This review addresses the non-thrombogenic characteristics of copolymers based on 2-methacryloyloxyethyl phosphorylcholine (MPC), originally developed by Nakabayashi and colleagues. The hypothesis underlying these developments was that such materials would adsorb phospholipids from blood, yielding surfaces with good natural blood compatibility.
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