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Merck

771465

Sigma-Aldrich

3-(Acrylamido)phenylboronic acid

3-(Acrylamido)phenylboronic acid
1 of 1 reviewers received a sample product or took part in a promotion

98%

Sinónimos:

3-(Propenamido)phenylboronic acid, N-Acryloyl-3-aminophenylboronic acid, Boronic acid acrylamide, Phenylboronate acrylamide

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About This Item

Fórmula empírica (notación de Hill):
C9H10BNO3
Número de CAS:
Peso molecular:
190.99
Número MDL:
Código UNSPSC:
12162002
ID de la sustancia en PubChem:
NACRES:
NA.23
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Nivel de calidad

Ensayo

98%

Formulario

powder

mp

129-146 °C

temp. de almacenamiento

2-8°C

cadena SMILES

OB(O)c1cccc(NC(=O)C=C)c1

InChI

1S/C9H10BNO3/c1-2-9(12)11-8-5-3-4-7(6-8)10(13)14/h2-6,13-14H,1H2,(H,11,12)

Clave InChI

ULVXDHIJOKEBMW-UHFFFAOYSA-N

Descripción general

3-(Acrylamido)phenylboronic acid(AAPBA) belongs to the class of boronic acid monomers. The boronic acid group (-B(OH)₂)possesses the unique ability to form reversible covalent bonds with certain molecules, such as diols or sugars. This property allows for the design of molecular sensors for detecting and quantifying specific analytes, including carbohydrates and biomolecules. The acrylamido group provides hydrophilic characteristics, making it more suitable for drug delivery applications. It is also utilized as a building block to synthesize boronic acid-based polymers or copolymers for biomedical engineering, and biosensors for glucose monitoring.[1] [2] [3]

Aplicación

3-(Acrylamido)phenylboronic acid can be used as:
  • As a monomer to synthesize poly(methacrylic acid)-co-3-(acrylamido)phenylboronic acid (PMAA-co-AAPBA) copolymer as a supramolecular receptor for biosensor applications. AAPBA helps to enhance the water solubility and binding affinity of the copolymer. This copolymer is utilized for carbohydrate sensing in an aqueous medium.[1]
  • As a monomer to prepare poly(3-Acrylamidophenyl boronic acid-b-diethylene glycol dimethacrylate) for the fabrication of glucose-sensitive nanoparticles for insulin delivery. The specific interactions of AAPBA with the diol moiety present in glucose molecules induce glucose responsiveness into the block copolymer.[2]
  • As a monomer and cross-linker to synthesize self-healing composite hydrogels for tissue engineering and drug delivery systems. They can mimic the properties of natural tissues and provide a suitable environment for cell growth. AAPBA polymerizes with acrylamide and simultaneously interacts with cis-diol of hydroxypropyl guar gum (HPG) to facilitate the formation of hydrogel with good mechanical strength and fast self-healing properties.[4]

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Owing to its rapid response and broad detection range, a phenylboronic acid (PBA)-functionalized hydrogel film-coated quartz crystal microbalance (QCM) sensor is used to non-invasively monitor salivary glucose in diabetic patients. However, nonspecific protein adsorption on the PBA-functionalized hydrogel film can

Questions

Reviews

1 of 1 reviewers received a sample product or took part in a promotion

Active Filters

  1. Newcastle, UK
    • Review 1
    • Votes 2
    5 out of 5 stars.

    Good quality and solubility

    Good quality and solubility. The latest batch is really easier to disolve in polyacrylamide-urea mix to prepare gels for electrophoresis. Previously we had problems with bigger pieces which were hard to solubilize but now it is fine powder, easy to use.

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