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537284

Sigma-Aldrich

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

95%

Sinónimos:

DMAPS, 2-(N-3-Sulfopropyl-N,N-dimethyl ammonium)ethyl methacrylate, N-(3-Sulfopropyl)-N-(methacryloxyethyl)-N,N-dimethylammonium betaine

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50 G
US$ 153,00
250 G
US$ 325,00

US$ 153,00

Fecha estimada de envío03 de abril de 2025

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50 G
US$ 153,00
250 G
US$ 325,00

About This Item

Fórmula lineal:
H2C=C(CH3)CO2CH2CH2N(CH3)2(CH2)3SO3
Número de CAS:
3637-26-1
Peso molecular:
279.35
EC Number:
222-860-8
MDL number:
MFCD00040574
UNSPSC Code:
12162002
PubChem Substance ID:
24878208
NACRES:
NA.23

US$ 153,00

Fecha estimada de envío03 de abril de 2025

Solicitar un pedido a granel

Quality Level

200

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

Categorías relacionadas

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_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCM3839
BCCK8056
BCCG9109
BCCG9105
BCCH3838

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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
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
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
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Questions

1–3 of 3 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. Does this product contain any inhibitor (e.g., MEHQ, BHT) to increase shelf life? Thank you.

    1 answer

    1. An inhibitor is not included in this product. Typically, inhibitors are added to compounds that are in liquid form at room temperature. This material is a crystalline powder.

      Please see the link below to review a sample Certificate of Analysis:
      https://www.sigmaaldrich.com/certificates/sapfs/PROD/sap/certificate_pdfs/COFA/Q14/537284-BULKBCCG9109.pdf

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