537284
[2-(Methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammonium hydroxide
95%
Synonym(s):
DMAPS, 2-(N-3-Sulfopropyl-N,N-dimethyl ammonium)ethyl methacrylate, N-(3-Sulfopropyl)-N-(methacryloxyethyl)-N,N-dimethylammonium betaine
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About This Item
Linear Formula:
H2C=C(CH3)CO2CH2CH2N(CH3)2(CH2)3SO3
CAS Number:
Molecular Weight:
279.35
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
EC Number:
222-860-8
MDL number:
Quality Level
assay
95%
mp
150-155 °C (lit.)
SMILES string
CC(=C)C(=O)OCC[N+](C)(C)CCCS([O-])(=O)=O
InChI
1S/C11H21NO5S/c1-10(2)11(13)17-8-7-12(3,4)6-5-9-18(14,15)16/h1,5-9H2,2-4H3
InChI key
BCAIDFOKQCVACE-UHFFFAOYSA-N
General description
[2-(Methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammonium hydroxide (DMAPS) is a hygroscopic, zwitterionic monomer used in the synthesis of polysulfobetaines. Polysulfobetaines are electrically neutral polymers that contain both cationic and anionic groups within a single monomer unit and feature interesting properties such as antielectrolyte behavior in aqueous salt solutions, biocompatibility, and hemocompatibility. Based upon these properties, polysulfobetaines are useful in many biomedical applications such as drug delivery and drug formulation.
Application
Due to its hygroscopic nature, [2-(methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammonium hydroxide (DMAPS) can contain up to one molecule of water per monomer unit. This material should be stored in a cool, dry place and depending on the reaction conditions, water may need to be removed prior to polymerization.
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Chung-Man Lim et al.
Acta biomaterialia, 85, 180-191 (2018-12-26)
To overcome the drawbacks of the UV grafting method, an alternative, thermal grafting process is suggested. The uniform and geometry-independent grafting of zwitterionic polymers on curved cross-linked polyethylene (CLPE), which is used in artificial hip joints, surface was successfully achieved.
One-pot synthesis of responsive sulfobetaine nanoparticles by RAFT polymerisation: the effect of branching on the UCST cloud point.
Willock H, et al.
Polym. Chem., 5, 1023-1030 (2014)
Ho Joon Kwon et al.
Acta biomaterialia, 61, 169-179 (2017-08-08)
Introducing antifouling property to biomaterial surfaces has been considered an effective method for preventing the failure of implanted devices. In order to achieve this, the immobilization of zwitterions on biomaterial surfaces has been proven to be an excellent way of
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 537284-250G | 04061832565576 |
| 537284-50G | 04061832565583 |