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287512

Sigma-Aldrich

3-Aminophenylboronic acid monohydrate

98%

Synonym(s):

3-Aminobenzeneboronic acid

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About This Item

Linear Formula:
H2NC6H4B(OH)2 · H2O
CAS Number:
206658-89-1
Molecular Weight:
154.96
Beilstein:
2936342
MDL number:
MFCD00149554
UNSPSC Code:
12352103
PubChem Substance ID:
24857277
NACRES:
NA.22

Quality Level

200

Assay

98%

form

solid

mp

93-96 °C (lit.)

SMILES string

[H]O[H].Nc1cccc(c1)B(O)O

InChI

1S/C6H8BNO2.H2O/c8-6-3-1-2-5(4-6)7(9)10;/h1-4,9-10H,8H2;1H2

InChI key

XAEOVQODHLLNKX-UHFFFAOYSA-N

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Application

Reagent used for
  • Suzuki-Miyaura cross-coupling

Reagent used for Preparation of
  • Gram-positive antivirulence drugs and inhibitors of Streptococcus agalactiae Stk1
  • Regioisomer of Zaleplon (a sedative)
  • Amphiphilic random glycopolymer, which self-assemble to form nanoparticles, with potential as a glucose-sensitive matrix
  • Chemomechanical polymer that expands and contracts in blood plasma with high glucose selectivity

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Jing Zhang et al.
Journal of separation science, 40(5), 1107-1114 (2017-01-04)
Novel 3-aminophenylboronic acid functionalized poly(glycidyl methacrylate-co-ethylene dimethacrylate) microspheres were prepared for the solid-phase extraction of glycopeptides/glycoproteins. The adsorption efficiency, maximum adsorption capacity, and specific recognition of the microspheres to glycoprotein were investigated. The results indicated excellent adsorption of glycoproteins by
Gizem Ertürk Bergdahl et al.
Applied biochemistry and biotechnology, 189(2), 374-383 (2019-04-26)
A capacitive sensor was developed to analyze the presence and enzymatic activity of a model protease from standard solutions by following the degradation of the substrate in real time. The enzyme was chosen based on its specific digestion of the
Aishwarya Mahadevan et al.
Biosensors & bioelectronics, 92, 417-424 (2016-11-12)
An improved glycerol biosensor was developed via direct attachment of NAD
Mayalen Oxoby et al.
Bioorganic & medicinal chemistry letters, 20(12), 3486-3490 (2010-06-10)
A structure-activity relationship study from a screening hit and structure-based design strategy has led to the identification of bisarylureas as potent inhibitors of Streptococcus agalactiae Stk1. As this target has been directly linked to bacterial virulence, these inhibitors can be
Xingju Jin et al.
Biomacromolecules, 10(6), 1337-1345 (2009-04-29)
This study is devoted to developing amphiphilic, random glycopolymers based on phenylboronic acid, which self-assemble to form nanoparticles (NPs), as a glucose-sensitive agent. Maleimide-glucosamine was copolymerized with 3-acryl aminophenylboronic acid in methanol at 70 degrees C. Using the nanoprecipitation method
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