Molecular structure of 1-Fluoro-2,4-dinitrobenzene, CAS Number: 70-34-8
1-Fluoro-2,4-dinitrobenzene (CAS 70-34-8)
Alternate Names:
Sanger′s Reagent; Dinitrofluorobenzene; DNFB
Application:
1-Fluoro-2,4-dinitrobenzene is an alkylating agent used in elucidating amino acid sequence in proteins
CAS Number:
70-34-8
Purity:
≥99%
Molecular Weight:
186.10
Molecular Formula:
C6H3FN2O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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1-Fluoro-2,4-dinitrobenzene is a chemical compound frequently used in biochemical research as a reagent for labeling the nucleophilic amino acids in proteins, particularly cysteine and histidine. This compound reacts selectively with thiol and imidazole groups in proteins, forming a covalent bond, which makes it a useful tool for studying protein structure, function, and protein-protein interactions. In addition, 1-Fluoro-2,4-dinitrobenzene is employed in the quantification of these nucleophilic amino acids within various protein samples. The compound′s reactivity is also exploited in synthetic chemistry to introduce the 2,4-dinitrophenyl (DNP) moiety into other molecules. In proteomics and enzymology, 1-Fluoro-2,4-dinitrobenzene aids researchers in probing the active sites of enzymes and in elucidating mechanisms of enzyme action.
1-Fluoro-2,4-dinitrobenzene (CAS 70-34-8) References
- Influence of anionic and cationic reverse micelles on nucleophilic aromatic substitution reaction between 1-fluoro-2,4-dinitrobenzene and piperidine. | Correa, NM., et al. 2000. J Org Chem. 65: 6427-33. PMID: 11052085
- Spectrophotometric determination of lisinopril in tablets using 1-fluoro-2,4-dinitrobenzene reagent. | Paraskevas, G., et al. 2002. J Pharm Biomed Anal. 29: 865-72. PMID: 12093520
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- Determination of vertilmicin in rat serum by high-performance liquid chromatography using 1-fluoro-2,4-dinitrobenzene derivatization. | Zhou, M., et al. 2003. J Chromatogr B Analyt Technol Biomed Life Sci. 798: 43-8. PMID: 14630357
- Initial-rate method for the determination of pantoprazole in pharmaceutical formulations using 1-fluoro 2,4-dinitrobenzene. | Rahman, N. and Kashif, M. 2005. Pharmazie. 60: 197-200. PMID: 15801672
- Validated HPLC method for the determination of gabapentin in human plasma using pre-column derivatization with 1-fluoro-2,4-dinitrobenzene and its application to a pharmacokinetic study. | Jalalizadeh, H., et al. 2007. J Chromatogr B Analyt Technol Biomed Life Sci. 854: 43-7. PMID: 17517538
- Choice of solvent (MeCN vs H(2)O) decides rate-limiting step in S(N)Ar aminolysis of 1-fluoro-2,4-dinitrobenzene with secondary amines: importance of Brønsted-type analysis in acetonitrile. | Um, IH., et al. 2007. J Org Chem. 72: 8797-803. PMID: 17949108
- Kinetic study of the determination of hydrazines, isoniazid and sodium azide by monitoring their reactions with 1-fluoro-2,4-dinitrobenzene, by means of a fluoride-selective electrode. | Athanasiou-Malaki, E. and Koupparis, MA. 1989. Talanta. 36: 431-6. PMID: 18964734
- Flow-injection stopped-flow kinetic spectrophotometric determination of drugs, based on micellar-catalysed reaction with 1-fluoro-2,4-dinitrobenzene. | Georgiou, CA., et al. 1991. Talanta. 38: 689-96. PMID: 18965207
- Kinetic study and analytical applications of micellar catalyzed reactions of 1-fluoro-2,4-dinitrobenzene with inorganic thioanions using a fluoride-selective electrode. | Gerakis, AM., et al. 2000. Talanta. 52: 739-48. PMID: 18968033
- Oxidative stress-dependent activation of the eIF2α–ATF4 unfolded protein response branch by skin sensitizer 1-fluoro-2,4-dinitrobenzene modulates dendritic-like cell maturation and inflammatory status in a biphasic manner [corrected]. | Luís, A., et al. 2014. Free Radic Biol Med. 77: 217-29. PMID: 25236743
- 1-Fluoro-2,4-dinitrobenzene and its derivatives act as secretagogues on rodent mast cells. | Manabe, Y., et al. 2017. Eur J Immunol. 47: 60-67. PMID: 27748951
- Effect of 2,4-dinitrofluorobenzene on the enzymatic properties of the b-c1 complex isolated from beef heart mitochondria. | Lorusso, M., et al. 1986. FEBS Lett. 195: 298-302. PMID: 3002855
- Fructose diphosphatase from rabbit liver. II. Changes in catalytic properties induced by dinitrofluorobenzene. | Pontremoli, S., et al. 1965. J Biol Chem. 240: 3464-8. PMID: 4284292
- Reaction of myosin with 1-fluoro-2, 4-dinitrobenzene at low ionic strength. | Bárány, M., et al. 1969. J Biol Chem. 244: 648-57. PMID: 4305880
- Dinitrophenylation and thiolysis in the reversible labeling of a cysteine residue associated with the nicotinamide-adenine dinucleotide site of rabbit muscle glyceraldehyde 3-phosphate dehydrogenase. | Shaltiel, S. and Soria, M. 1969. Biochemistry. 8: 4411-5. PMID: 4311032
- On the measurement of urinary amino nitrogen with I-fluoro-2,4-dinitrobenzene. | Goodwin, JF. 1968. Clin Chim Acta. 21: 231-40. PMID: 4875433
Inhibitor of:
creatine kinase-B.Activator of:
Tenascin-C.Substrate of:
Enzyme.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
1-Fluoro-2,4-dinitrobenzene, 10 ml | sc-213329 | 10 ml | $126.00 | |||
1-Fluoro-2,4-dinitrobenzene, 25 ml | sc-213329A | 25 ml | $189.00 |