771058
4-(4′-Hydroxyphenylazo)benzoic acid
97%
别名:
(E)-4-[(4-Hydroxyphenyl)azo]benzoic acid
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关于此项目
经验公式（希尔记法）:
C13H10N2O3
化学文摘社编号:
分子量:
242.23
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
InChI
1S/C13H10N2O3/c16-12-7-5-11(6-8-12)15-14-10-3-1-9(2-4-10)13(17)18/h1-8,16H,(H,17,18)/b15-14+
SMILES string
OC(C1=CC=C(/N=N/C2=CC=C(O)C=C2)C=C1)=O
InChI key
HLVCZTOFOWHIJZ-CCEZHUSRSA-N
assay
97%
form
solid
reaction suitability
reagent type: cross-linking reagent
mp
270-280 °C
functional group
carboxylic acid, hydroxyl
storage temp.
2-8°C
Quality Level
Application
4-(4′-Hydroxyphenylazo)benzoic acid may be used to synthesize 4-(4-propyloxyphenylazo)benzoic acid via Williamson synthesis by reacting with 1-bromopropane.
Azobenzene cleavable linker. Treatment with sodium dithionite (sodium hydrosulfite) reduces azo functionality, cleaving the N-N bond to yield two primary amines.
Has been used in proteomic and affinity chromatography applications.
Has been used in proteomic and affinity chromatography applications.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Molecular imprinting of azobenzene carboxylic acid on a TiO2 ultrathin film by the surface sol-gel process
Lee SW, et al.
Langmuir, 14(10), 2857-2863 (1998)
A mild chemically cleavable linker system for functional proteomic applications.
Steven H L Verhelst et al.
Angewandte Chemie (International ed. in English), 46(8), 1284-1286 (2007-01-06)
Felicetta Landi et al.
Organic & biomolecular chemistry, 8(1), 56-59 (2009-12-22)
A new chemically-cleavable linker has been synthesised for the affinity-independent elution of biomolecules by classical affinity chromatography. This azo-based linker is shown to couple efficiently with "click" derivatised ligands such as biotin propargyl amide through a copper(I)-catalysed Huisgen 1,3-dipolar cycloaddition
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