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778877

Sigma-Aldrich

4-Azidobenzoic acid solution

~0.2 M in tert-butyl methyl ether, ≥95.0% (HPLC)

Synonym(s):

9-Azidobenzoic acid solution

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10 ML
$244.00

About This Item

Empirical Formula (Hill Notation):
C7H5N3O2
CAS Number:
Molecular Weight:
163.13
Beilstein/REAXYS Number:
1950876
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

assay

≥95.0% (HPLC)

form

liquid

concentration

~0.2 M in tert-butyl methyl ether

impurities

≤2.0% water

storage temp.

2-8°C

SMILES string

OC(C1=CC=C(N=[N+]=[N-])C=C1)=O

InChI

1S/C7H5N3O2/c8-10-9-6-3-1-5(2-4-6)7(11)12/h1-4H,(H,11,12)

InChI key

PQXPAFTXDVNANI-UHFFFAOYSA-N

General description

4-Azidobenzoic acid is an aromatic azide generally used in copper(I)-catalyzed azide-alkyne cycloaddition reactions.[1]

Application

Review[2]

signalword

Danger

Hazard Classifications

Flam. Liq. 2 - Skin Irrit. 2 - STOT RE 2

target_organs

Blood

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3


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I F Luescher et al.
Immunity, 3(1), 51-63 (1995-07-01)
To study the interaction of the TCR with its ligand, the complex of a MHC molecule and an antigenic peptide, we modified a TCR contact residue of a H-2Kd-restricted antigenic peptide with photoreactive 4-azidobenzoic acid. The photoreactive group was a
P Romero et al.
Journal of immunological methods, 171(1), 73-84 (1994-05-02)
A novel procedure is presented describing the induction of antigen-specific cytolytic T lymphocytes (CTL) in vivo, that uses as immunogen syngeneic Concanavalin A stimulated spleen cells expressing H-2Kd (Kd) molecules photocrosslinked with a photoreactive peptide derivative. The Kd restricted Plasmodium
Aiping Zhu et al.
Biomaterials, 23(23), 4657-4665 (2002-09-27)
Chitosan (CS) was covalently immobilized onto polylactic acid (PLA) film surface using the photosensitive hetero-bifunctional crosslinking reagent, 4-azidobenzoic acid, which was previously bonded to chitosan by reaction between an acid group of the crosslinking reagent and a free amino group
Bao Li et al.
Regenerative biomaterials, 5(3), 159-166 (2018-06-27)
Photo-reactive poly(vinyl alcohol) (PRPVA) was synthesized by introduction of phenyl azido groups into poly(vinyl alcohol) (PVA) and applied for surface modification. PRPVA was grafted onto cell culture plate surface homogeneously or in a micropattern. Human mesenchymal stem cells (hMSCs) cultured
Kai Ling et al.
Journal of biomedical materials research. Part A, 87(1), 52-61 (2007-12-15)
Hydroxypropyl chitosan (HPCS), a water-soluble chitosan derivate, was modified by introducing photoreactive azide groups (4-azidobenzoic acid, Az-) to the amino groups of HPCS, resulting in a photocrosslinkable Az-HPCS. Novel porous chitosan scaffolds thus were fabricated by ultraviolet (UV) light irradiation

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