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115053

Sigma-Aldrich

4-Nitrophenethyl bromide

98%

Synonym(s):

1-(2-Bromoethyl)-4-nitrobenzene, 2-(4-Nitrophenyl)ethyl bromide

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About This Item

Linear Formula:
O2NC6H4CH2CH2Br
CAS Number:
Molecular Weight:
230.06
Beilstein:
1909321
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

98%

form

solid

mp

67-69 °C (lit.)

functional group

bromo
nitro

SMILES string

[O-][N+](=O)c1ccc(CCBr)cc1

InChI

1S/C8H8BrNO2/c9-6-5-7-1-3-8(4-2-7)10(11)12/h1-4H,5-6H2

InChI key

NTURQZFFJDCTMZ-UHFFFAOYSA-N

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General description

4-nitrophenethyl bromide is an electrophile which accepts a lone pair of electrons from one of the nitrogen atoms in the polyazamacrocycle.

Application

4-nitrophenethyl bromide is used a s a GST T1-1 substrate for identifying many kinetic parameters (Km, Kcat) for hGST T1-1 variants.

Biochem/physiol Actions

4-Nitrophenethyl bromide is used as a marker in for the θ-class of glutathione S-transferases (GSTs). It activates the human θ-class glutathione transferase T1-1 enzyme.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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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Abeer Shokeer et al.
The Biochemical journal, 388(Pt 1), 387-392 (2005-02-03)
GST (glutathione transferase) T1-1 plays an important role in the biotransformation of halogenated alkanes, which are used in large quantities as solvents and occur as environmental pollutants. Many reactions that are catalysed by GST T1-1 qualify as detoxification processes, but
M F Lopez et al.
Biochimica et biophysica acta, 1205(1), 29-38 (1994-03-16)
A novel glutathione S-transferase (GST) was purified from broccoli (Brassica oleracea var. italica). Partial amino-acid sequencing indicated that the protein shared significant homology with several different plant GSTs from maize, silene, Dianthus, Nicotiana and Triticum, but little homology to yeast
Birute Surinenaite et al.
Biotechnology and applied biochemistry, 36(Pt 1), 47-55 (2002-08-01)
The lipase from Pseudomonas mendocina 3121-1 was found to be homogeneous with a molecular mass of 30 kDa by SDS/PAGE. It is composed of two identical subunits. A molecular mass of 62 kDa was determined by gel chromatography on a
Amalia Rodríguez et al.
Journal of colloid and interface science, 248(2), 455-461 (2005-11-18)
The reactions 1,1,1-trichloro-2,2-bis(p-chlorophenyl)ethane + OH(-) and 2-(p-nitrophenyl)ethyl bromide + OH(-) were studied in tetradecyltrimethylamonium bromide, TTAB, and TTAB-pentanol micellar solutions. The influence of changes in the surfactant concentration as well as changes in the hydroxide ion concentration on the observed
H M V Udayantha et al.
Fish & shellfish immunology, 109, 62-70 (2020-12-22)
Glutathione S-transferases (GSTs) are important enzymes involved in phase II detoxification and function by conjugating with the thiol group of glutathione. In this study, we isolated an omega class GST from the big-belly seahorse (Hippocampus abdominalis; HaGSTO1) to study the

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