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245615

Sigma-Aldrich

2-Bromo-4′-nitroacetophenone

95%

Synonym(s):

ω-Bromo-4-nitroacetophenone, 4-Nitrophenacyl bromide

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About This Item

Linear Formula:
O2NC6H4COCH2Br
CAS Number:
Molecular Weight:
244.04
Beilstein/REAXYS Number:
393567
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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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
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
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
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
Koji Karasawa et al.
Analytica chimica acta, 954, 151-158 (2017-01-14)
Five components (hydrogen peroxide, methylglyoxal, dihydroxyacetone, fructose and glucose) of New Zealand manuka honey (Leptospermum scoparium) were analyzed using lucigenin chemiluminescence high-performance liquid chromatography (lucigenin-CL-HPLC). We focused on active oxygen species produced from the components in order to easily detect

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