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771465

3-(Acrylamido)phenylboronic acid

98%

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

Synonyma:

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

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Vám/SKUDostupnostCena
1 g
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4 730,00 Kč

O této položce

Empirický vzorec (Hillův zápis):
C9H10BNO3
Číslo CAS:
Molekulová hmotnost:
190.99
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
MDL number:

4 730,00 Kč


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Quality Segment

assay

98%

form

powder

mp

129-146 °C

storage temp.

2-8°C

SMILES string

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)

InChI key

ULVXDHIJOKEBMW-UHFFFAOYSA-N

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.

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.

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Tato položka
436836721034222348
description

98%

description

≥95.0%

description

≥95%

description

contains ≤100 ppm inhibitor, 99%

assay

98%

assay

≥95.0%

assay

≥95%

assay

99%

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

mp

129-146 °C

mp

138-140 °C (lit.)

mp

255-260 °C

mp

54-56 °C (lit.)

form

powder

form

solid

form

solid

form

-

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

200


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

Skladovací třída

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Osvědčení o analýze (COA)

Lot/Batch Number

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Questions

1–3 of 3 Questions  
  1. Can stock solutions be made from this product? If so, how long do they last?

    1 answer
    1. The solubility and solution stability of this compound have not been investigated. For assay purposes, this product is prepared in DMSO. Various sources indicate that this material is also soluble in ethanol, methanol, dimethylfomamide and slightly soluble in water. When possible, solutions should be prepared fresh. Alternatively, as a general practice, stock solutions prepared in DMSO may be stored in aliquots at -20 °C or -80 °C. This information has not been validated.

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  2. 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/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  3. 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

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Reviews

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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