D1529

Sigma-Aldrich

1-Fluoro-2,4-dinitrobenzene

≥99%

Synonym(s):
Sanger reagent, DNFB, DNPF, FDNB, 2,4-Dinitro-1-fluorobenzene
Linear Formula:
(O2N)2C6H3F
CAS Number:
Molecular Weight:
186.10
Beilstein/REAXYS Number:
398632
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.83

Quality Level

assay

≥99%

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

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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.

Packaging

10, 25, 100 mL in glass bottle

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.

Pictograms

Exclamation markHealth hazard

Signal Word

Warning

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

327.2 °F

Flash Point(C)

164 °C

Certificate of Analysis

Certificate of Origin

Imaging protective mast cells in living mice during severe contact hypersensitivity
Reber LL, et al.
JCI insight, 2(9), e92900-e92900 (2017)
Brian C Palmer et al.
HSOA journal of toxicology : current research, 4(1) (2020-11-10)
Titanium dioxide (TiO2) nanoparticles are commonly found in consumer products, such as sunscreens, and human dermal exposures are relatively high. Research suggests potential differences in the toxicity of anatase and rutile crystalline forms of TiO2. Additionally, transition metal dopants are...
Tac1-Expressing Neurons in the Periaqueductal Gray Facilitate the Itch-Scratching Cycle via Descending Regulation
Gao ZR, et al.
Neuron, 101(9), 45-59 (2018)
Bamboo salt suppresses skin inflammation in mice with 2, 4-dinitrofluorobenzene-induced atopic dermatitis
Yoou MS, et al.
Chinese Journal of Natural Medicines, 16(2), 97-104 (2018)
Microbial Genetics (2014)

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