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About This Item
Linear Formula:
(O2N)2C6H3F
CAS Number:
Molecular Weight:
186.10
UNSPSC Code:
12352204
NACRES:
NA.83
PubChem Substance ID:
EC Number:
200-734-3
Beilstein/REAXYS Number:
398632
MDL number:
Quality Level
assay
≥99%
form
solid
refractive index
n20/D 1.569 (lit.)
bp
178 °C/25 mmHg (lit.)
mp
25-27 °C (lit.)
density
1.482 g/mL at 25 °C (lit.)
storage temp.
room temp
SMILES string
[O-][N+](=O)c1ccc(F)c(c1)[N+]([O-])=O
InChI
1S/C6H3FN2O4/c7-5-2-1-4(8(10)11)3-6(5)9(12)13/h1-3H
InChI key
LOTKRQAVGJMPNV-UHFFFAOYSA-N
General description
1-Fluoro-2,4-dinitrobenzene (DNFB) is a reagent that modifies the N-terminal amino acids of proteins and peptides. DNFB is also commonly known as Sanger′s Reagent, named after Frederick Sanger, who reported in a classic 1945 paper the use of DNFB for derivatization of proteins and peptides specifically at their N-termini.†
Application
1-Fluoro-2,4-dinitrobenzene has been used to induce severe contact hypersensitivity in mice and to monitor gene expression by in vivo imaging method, and to induce chronic itch as a model for analysing itch-scratching behavior.
Biochem/physiol Actions
1-Fluoro-2,4-dinitrobenzene is a contact-sensitizing hapten, commonly used in experimental studies on contact hypersensitivity, inducing itch model, and atopic dermatitis. Mast cell activation is a key step in the DNFB induced sensitivity. DNFB covalently binds to the N-terminal amino acid of the protein and aids in Sanger sequencing.
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signalword
Danger
flash_point_f
327.2 °F
flash_point_c
164 °C
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
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