Skip to Content
Merck
All Photos(1)

Documents

537284

Sigma-Aldrich

[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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
H2C=C(CH3)CO2CH2CH2N(CH3)2(CH2)3SO3
CAS Number:
3637-26-1
Molecular Weight:
279.35
EC Number:
222-860-8
MDL number:
MFCD00040574
UNSPSC Code:
12162002
PubChem Substance ID:
24878208
NACRES:
NA.23

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

Related Categories

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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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
Jiang Wu et al.
Acta biomaterialia, 71, 293-305 (2018-03-15)
Skin wound healing is a still long-history challenging problem and impeded by the foreign-body reaction including severe inflammation response, poor neovascularization, incomplete re-epithelialization and defective ECM remodeling. Development of biocompatible polymers, in combination with specific drugs or growth factors, has
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service