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162906

Sigma-Aldrich

2-Hydroxy-5-nitrobenzyl bromide

90%

Synonym(s):

α-Bromo-4-nitro-o-cresol, 2-Bromomethyl-4-nitrophenol, Koshland I, Koshland’s Reagent I

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About This Item

Linear Formula:
HOC6H3(NO2)CH2Br
CAS Number:
Molecular Weight:
232.03
Beilstein/REAXYS Number:
1868798
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
form:
solid
assay:
90%

$71.00


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assay

90%

form

solid

mp

144-149 °C (lit.)

solubility

chloroform: soluble 25 mg/mL, clear, yellow

functional group

bromo
nitro

storage temp.

2-8°C

SMILES string

Oc1ccc(cc1CBr)[N+]([O-])=O

InChI

1S/C7H6BrNO3/c8-4-5-3-6(9(11)12)1-2-7(5)10/h1-3,10H,4H2

InChI key

KFDPCYZHENQOBV-UHFFFAOYSA-N

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General description

2-Hydroxy-5-nitrobenzyl bromide is a protein modifying reagent[1].

Application

2-Hydroxy-5-nitrobenzyl bromide was used in covalent modification of tryptophan[2] and tryptophan residues in monoclonal immunoglobulin[3]. It was also used as reagent for sulfhydryl modification[4]

Other Notes

Contains 2-hydroxy-5-nitrobenzyl alcohol

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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T Maruyama et al.
Biochemical pharmacology, 45(5), 1017-1026 (1993-03-09)
The binding of suprofen (SP), a non-steroidal anti-inflammatory drug of the arylpropionic acid class, and its methyl ester derivative (SPM) to human serum albumin (HSA) was studied by dialysis and spectroscopic techniques. In spite of the remarkable differences in the
A Baracca et al.
The International journal of biochemistry, 25(9), 1269-1275 (1993-09-01)
1. The F1-ATPase from bovine heart mitochondria was shown to chemically react and to absorb 2-hydroxy-5-nitrobenzyl bromide (HNB) with changes in catalytic properties. 2. The treatment of the enzyme with HNB at concentrations below 0.5 mM resulted in an increase
M Sabés et al.
Journal of biochemical and biophysical methods, 17(1), 17-24 (1988-09-01)
The use of 2-hydroxy-5-nitrobenzyl bromide for the modification of tryptophan residues in integral membrane proteins is exemplified by its application to bacteriorhodopsin from Halobacterium halobium. Complete elimination of the unreacted reagent requires delipidation of the sample with detergents and posterior
C Nishimura et al.
European journal of biochemistry, 196(2), 377-384 (1991-03-14)
Oxidation of the Met residues of human interleukin 6 (IL-6) molecule has been performed. Reactivity of Met for the oxidation reaction was found to decrease in the order of Met50, Met118, Met185, Met162, and Met68. Chemical modifications involving oxidation and
Hee Seung Kim et al.
Electrophoresis, 23(6), 956-963 (2002-03-29)
A technique based on affinity capillary electrophoresis (ACE) and chemically modified proteins was used to screen the binding sites of various drugs on human serum albumin (HSA). This involved using HSA as a buffer additive, following the site-selective modification of

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