3-(Acrylamido)phenylboronic acid

ALDRICH/771465 - 98%

Synonym: 3-(Propenamido)phenylboronic acid; N-Acryloyl-3-aminophenylboronic acid; Boronic acid acrylamide; Phenylboronate acrylamide

CAS Number: 99349-68-5
Empirical Formula (Hill Notation): C₉H₁₀BNO₃
Molecular Weight: 190.99
MDL Number: MFCD09025755
Linear Formula: C₉H₁₀BNO₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-771465-1G	1 g	$151.00 1/EA	Add To Favorites

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Properties
Descriptions
Safety Info.
Basic Data

assay	98%
form	powder
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)
InChI key	ULVXDHIJOKEBMW-UHFFFAOYSA-N
mp	129-146 °C
Quality Level	100
SMILES string	OB(O)c1cccc(NC(=O)C=C)c1
storage temp.	2-8°C

Application:	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. • 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. • 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.
General description:	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.
Packaging:	1 g in glass bottle

Symbol	GHS07
Signal word	Warning
Hazard statements	H302 + H312 + H332
Precautionary statements	P280 - P301 + P312 + P330 - P302 + P352 + P312 - P304 + P340 + P312
Hazard Codes	Xn
Risk Statements	22
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	98%
mp	129-146 °C
Storage Temp.	2-8°C
UNSPSC	12162002

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