900988
3-Aminophenylboronic acid
Synonym(s):
3-Aminobenzeneboronic acid
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About This Item
Empirical Formula (Hill Notation):
C6H8BNO2
CAS Number:
Molecular Weight:
136.94
UNSPSC Code:
12352106
NACRES:
NA.22
EC Number:
250-189-0
MDL number:
InChI key
JMZFEHDNIAQMNB-UHFFFAOYSA-N
InChI
1S/C6H8BNO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4,9-10H,8H2
SMILES string
Nc1cccc(c1)B(O)O
form
powder or crystals
mp
225 °C
Quality Level
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Application
3-Aminophenylboronic acid (3-APBA) can undergo three-component condensation with 3,5-disubstituted salicylaldehyde derivatives and aliphatic alcohols to afford calix-shaped boron complexes. Due to its ability to selectively bind with diol-compounds, 3-APBA can be employed in developing sensors for detecting saccharides and glycosylated biomolecules by immobilizing on a metal substrate via a self-assembled monolayer. This product was previously listed as CDS003827.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Rodtichoti Wannapob et al.
Biosensors & bioelectronics, 26(2), 357-364 (2010-08-31)
Boronic acid that can reversibly bind to diols was used to detect bacteria through its affinity binding reaction with diol-groups on bacterial cell walls. 3-aminophenylboronic acid (3-APBA) was immobilized on a gold electrode via a self-assembled monolayer. The change in
3-Aminophenylboronic acid as building block for the construction of calix- and cage-shaped boron complexes.
Barba V, et al.
Journal of Organometallic Chemistry, 694, 2127-2133 (2009)
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