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11545

Sigma-Aldrich

4-Azidoaniline hydrochloride

≥98.0% (AT)

Synonym(s):

4-Aminophenyl azide hydrochloride

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About This Item

Linear Formula:
N3C6H4NH2 · HCl
CAS Number:
91159-79-4
Molecular Weight:
170.60
Beilstein:
7942921
MDL number:
MFCD00043274
UNSPSC Code:
12352100
PubChem Substance ID:
329749474

Assay

≥98.0% (AT)

mp

165 °C (dec.) (lit.)

solubility

methanol: soluble

SMILES string

Cl.Nc1ccc(cc1)N=[N+]=[N-]

InChI

1S/C6H6N4.ClH/c7-5-1-3-6(4-2-5)9-10-8;/h1-4H,7H2;1H

InChI key

SDYAJRBHPPWHSF-UHFFFAOYSA-N

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Application

4-Azidoaniline hydrochloride has been used in the synthesis and preparation of [α-32 P]GTP-azidoanilide (GTP-AA).

Other Notes

Versatile protein and peptide modifying agent for photoaffinity labeling; Photoaffinity labeling of GTP-binding proteins.

Pictograms

FlameSkull and crossbones
GHS02,GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Flam. Sol. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
1444892
1398787
1370150
1239345
1111275

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Photoaffinity labeling of GTP-binding proteins.
R Thomas et al.
Methods in enzymology, 195, 280-286 (1991-01-01)
Yoshihiro Ito et al.
Acta biomaterialia, 3(6), 1024-1032 (2007-07-24)
Photoreactive poly(ethylene glycol) (PEG) was prepared and the polymer was photoimmobilized on organic, inorganic and metal surfaces to reduce their interaction with proteins and cells. The photoreactive PEG was synthesized by co-polymerization of methacrylate-PEG and acryloyl 4-azidobenzene. Surface modification was
E Karteris et al.
The Journal of clinical endocrinology and metabolism, 85(5), 1989-1996 (2000-06-08)
Placentally derived CRH plays a major role in the mechanisms controlling human pregnancy and parturition. In this study, we sought to investigate the signal transduction mechanisms of CRH Type-1 receptors in the feto-placental unit. To clarify the signal transduction components
D R Nisbet et al.
Journal of biomedical materials research. Part A, 89(1), 24-35 (2008-04-12)
In this study, thermoresponsive xyloglucan hydrogel scaffolds were investigated as candidates for neural tissue engineering of the spinal cord. The hydrogels were optimized to provide similar mechanical properties to that of native spinal cord, although also being functionalized through the
D Stangl et al.
Biochemistry, 30(35), 8605-8611 (1991-09-03)
Calcitonin gene-related peptide (CGRP) receptors were solubilized from human (h) cerebellum with use of the zwitterionic detergent 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonic acid (CHAPS). Scatchard analysis of equilibrium binding data indicated that the soluble extract contained a single class of CGRP binding sites with
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