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Merck
CN

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:
3637-26-1
Molecular Weight:
279.35
NACRES:
NA.23
PubChem Substance ID:
24878208
UNSPSC Code:
12162002
EC Number:
222-860-8
MDL number:
MFCD00040574

Key Documents

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Product Name

[2-(Methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammonium hydroxide, 95%

InChI key

BCAIDFOKQCVACE-UHFFFAOYSA-N

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

SMILES string

CC(=C)C(=O)OCC[N+](C)(C)CCCS([O-])(=O)=O

assay

95%

mp

150-155 °C (lit.)

Quality Level

200

Related Categories

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.

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.

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCN5724
0000449086
0000449086
BCCM7594
BCCM3839

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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.
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
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)
Cátia G Alves et al.
International journal of pharmaceutics, 582, 119346-119346 (2020-04-22)
New insights about nanomaterials' biodistribution revealed their ability to achieve tumor accumulation by taking advantage from the dynamic vents occurring in tumor's vasculature. This paradigm-shift emphasizes the importance of extending nanomaterials' blood circulation time to enhance their tumor uptake. The
The direct synthesis of sulfobetaine-containing amphiphilic block copolymers and their self-assembly behavior.
Doncom KEB, et al.
Eur. Polymer J., 87, 497-507 (2017)
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