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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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5 G
R$463.00

R$463.00


Estimated to ship onApril 12, 2025


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5 G
R$463.00

About This Item

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

R$463.00


Estimated to ship onApril 12, 2025


Request a Bulk Order

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

Signal Word

Danger

Hazard 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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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
Arunas Silanskas et al.
Biochemistry, 50(14), 2800-2807 (2011-03-18)
Regulation of proteins by light is a new and promising strategy for the external control of biological processes. In this study, we demonstrate the ability to regulate the catalytic activity of the MunI and PvuII restriction endonucleases with light. We
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
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
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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