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D1529 Sigma-Aldrich

1-Fluoro-2,4-dinitrobenzene

≥99%

Synonym: 2,4-Dinitro-1-fluorobenzene, DNFB, DNPF, FDNB, Sanger reagent

  • CAS Number 70-34-8

  • Linear Formula (O2N)2C6H3F

  • Molecular Weight 186.10

  •  Beilstein/REAXYS Number 398632

  •  EC Number 200-734-3

  •  MDL number MFCD00007056

  •  PubChem Substance ID 24893470

  •  NACRES NA.83

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Properties

Related Categories Activity, Biochemicals and Reagents, Enzyme Substrates, Enzymes, Inhibitors, and Substrates, Fluorogenic More...
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

Description

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.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
327.2 °F
Flash Point(C) 
164 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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