245615
2-Bromo-4′-nitroacetophenone
95%
Synonym(s):
ω-Bromo-4-nitroacetophenone, 4-Nitrophenacyl bromide
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All Photos(3)
About This Item
Linear Formula:
O2NC6H4COCH2Br
CAS Number:
Molecular Weight:
244.04
Beilstein:
393567
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
95%
mp
94-99 °C (lit.)
functional group
bromo
ketone
nitro
SMILES string
[O-][N+](=O)c1ccc(cc1)C(=O)CBr
InChI
1S/C8H6BrNO3/c9-5-8(11)6-1-3-7(4-2-6)10(12)13/h1-4H,5H2
InChI key
MBUPVGIGAMCMBT-UHFFFAOYSA-N
Gene Information
human ... PTPN6(5777)
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Related Categories
Application
2-Bromo-4′-nitroacetophenone was used to study the pKa of the histidine-34 imidazole.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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R R Annand et al.
Biochemistry, 35(14), 4591-4601 (1996-04-09)
In bee venom phospholipase A2, histidine-34 probably functions as a Brønsted base to deprotonate the attacking water. Aspartate-64 and tyrosine-87 form a hydrogen bonding network with histidine-34. We have prepared mutants at these positions and studied their kinetic properties. The
A Parkinson et al.
The Journal of biological chemistry, 261(25), 11478-11486 (1986-09-05)
The alkylating agent 2-bromo-4'-nitroacetophenone (BrNAP) binds covalently to each of 10 isozymes of purified rat liver microsomal cytochrome P-450 (P-450a-P-450j) but substantially inhibits the catalytic activity of only cytochrome P-450c. Regardless of pH, incubation time, presence of detergents, or concentration
Dana Ortansa Dorohoi et al.
Molecules (Basel, Switzerland), 26(13) (2021-07-03)
Two 4-tolyl-1,2,4-triazol-1-ium methylids, namely 4-tolyl-1,2,4-triazol-1-ium-phenacylid and 4-tolyl-1,2,4-triazol-1-ium-4'-nitro-phenacylid, are studied from solvatochromic point of view in binary solvent mixtures of water with ethanol and water with methanol. The contributions (expressed in percent) of the universal and specific interactions are separated from
Mechanism of inactivation of rat liver microsomal cytochrome P-450c by 2-bromo-4'-nitroacetophenone.
A Parkinson et al.
The Journal of biological chemistry, 261(25), 11487-11495 (1986-09-05)
The mechanism by which 2-bromo-4'-nitroacetophenone (BrNAP) inactivates cytochrome P-450c, which involves alkylation primarily at Cys-292, is shown in the present study to involve an uncoupling of NADPH utilization and oxygen consumption from product formation. Alkylation of cytochrome P-450c with BrNAP
B Z Yu et al.
Biochemistry, 36(13), 3870-3881 (1997-04-01)
Interfacial catalytic constants for bee venom phospholipase A2 (bvPLA2) have been obtained for its action on vesicles of the anionic phospholipid 1,2-dimyristoylphosphatidylmethanol (DMPM) in the highly processive scooting mode. Spectroscopic measurements which directly measure transbilayer movement of membrane components show
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