524018
4-Mercaptophenylboronic acid
90%
Synonym(s):
(4-Sulfanylphenyl)boronic acid, B-(4-Mercaptophenyl)boronic acid, Dihydroxy(4-mercaptophenyl)borane
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About This Item
Linear Formula:
HSC6H4B(OH)2
CAS Number:
Molecular Weight:
153.99
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
InChI
1S/C6H7BO2S/c8-7(9)5-1-3-6(10)4-2-5/h1-4,8-10H
SMILES string
OB(O)c1ccc(S)cc1
InChI key
AUVSUPMVIZXUOG-UHFFFAOYSA-N
assay
90%
form
solid
mp
>230 °C (lit.)
Quality Level
Related Categories
General description
4-Mercaptophenylboronic acid is a stable boronic acid that can be used as a reagent in the Pd-catalyzed Suzuki-Miyaura cross-coupling reactions to prepare useful building blocks via C-C bond formation.
Application
4-Mercaptophenylboronic acid can be used to functionalize Fe3O4-C-Au magnetic microspheres to synthesize core−shell structure Fe3O4-C-Au magnetic microspheres for the selective enrichment of glycoproteins and glycopeptides.
Other Notes
may contain bis-4,4′-thiophenylboronic
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Gregory Q Wallace et al.
Analytical and bioanalytical chemistry, 408(2), 609-618 (2015-11-02)
A nanoaggregate-on-mirror (NAOM) structure has been developed for molecular and biomolecular detection using surface-enhanced Raman spectroscopy (SERS). The smooth surface of the gold mirror allows for simple and homogeneous functionalization, while the introduction of the nanoaggregates enhances the Raman signal
Haimei Yang et al.
Mikrochimica acta, 185(11), 512-512 (2018-10-22)
A fluorescent array based on the use of saccharide-functionalized multicolored quantum dots (s-QDs) and of 4-mercaptophenylboronic acid-functionalized MoS2 nanosheets (PBA-MoS2) was constructed for multiple identification and quantitation of lectins and bacteria. In this array, the fluorescence of the s-QDs is quenched by
Xiao Wang et al.
Talanta, 201, 119-125 (2019-05-28)
Glycated hemoglobin (HbA1c) represents the average glucose level over the past three months and has been considered as the most important biomarker for the diagnosis of Type Ⅱ diabetes (T2D). Herein, a label-free and quantitative electrochemical biosensor based on 4-mercaptophenylboronic
Jiani Wang et al.
Biosensors & bioelectronics, 142, 111567-111567 (2019-08-11)
A delicate dual-readout immunosensor based on tetraphenylporphyrin-polymer dots (TPP-Pdots) with brilliant photoelectrochemical and photothermal performance was first successfully fabricated for the ultrasensitive detection of sialic acid (SA). Herein, TPP-Pdots with good biocompatibility, extraordinary light-harvesting ability and excellent photothermal conversion efficiency
Sensing ultra-trace dopamine by restoration of fluorescence on locally acidified gold nanoparticles.
Feichi Hu et al.
The Analyst, 144(15), 4477-4482 (2019-07-04)
An ultra-sensitive sensor was fabricated to measure dopamine through quenching and restoring FITC fluorescence by the competitive binding of dopamine and N-acetylneuraminic acid with mercaptophenylboronic acid anchored on the gold nanoparticles. Assessed by quantifying dopamine in human urine samples, it
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