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Chemical Compound Review:

PubChem3198 2-bromo-1-(4- nitrophenyl)ethanone

Synonyms: CHEMBL106072, NSC-9805, AG-K-87192, ACMC-209se4, ANW-41066, ...

Kador, P.F. et al., Callahan, F.E. et al., Kato, S. et al., Hanson-Painton, O. et al., DuBois, G.C. et al.

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High impact information on NSC 9805

The transfer of oxidized BP from microsomes to the carrier fraction was inhibited by an epoxide hydrolase inhibitor, alpha-bromo-4-nitroacetophenone [1].
The site of alkylation by 2-bromo-4'-nitroacetophenone is a histidine residue of epoxide hydrase [2].
Specific structural and electronic similarities of apparently diverse aldose reductase inhibitors have been observed through basic studies which utilize computer molecular modeling, molecular orbital calculations, known structure-activity relationships, and protein-modification reagents such as 2-bromo-4'-nitroacetophenone [3].
The three enzyme activities in 4'-CF-induced microsomes were inhibited markedly by alpha-naphthoflavone and significantly by 2-bromo-4'-nitroacetophenone [4].

Analytical, diagnostic and therapeutic context of NSC 9805

Fatty acid ligands of such proteins are hydrolyzed directly from their immobilized state on the nitrocellulose paper, then derivatized with p-nitrophenacyl bromide, and finally resolved by reversed-phase high-performance liquid chromatography [5].

References

Involvement of a cytosolic carrier protein fraction in the microsomal metabolism of benzo(a)pyrene in rat liver. Hanson-Painton, O., Griffin, M.J., Tang, J. Cancer Res. (1983) [Pubmed]
Hepatic microsomal epoxide hydrase. Involvement of a histidine at the active site suggests a nucleophilic mechanism. DuBois, G.C., Appella, E., Levin, W., Lu, A.Y., Jerina, D.M. J. Biol. Chem. (1978) [Pubmed]
Pharmacophor requirements of the aldose reductase inhibitor site. Kador, P.F., Sharpless, N.E. Mol. Pharmacol. (1983) [Pubmed]
Further differentiation of 2'- and 4'-chloroflavones as inducers of hepatic microsomal monooxygenases in rats. Kato, S., Yamamoto, K. Biol. Pharm. Bull. (1993) [Pubmed]
Identification of covalently bound fatty acids on acylated proteins immobilized on nitrocellulose paper. Callahan, F.E., Norman, H.A., Srinath, T., St John, J.B., Dhar, R., Mattoo, A.K. Anal. Biochem. (1989) [Pubmed]

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