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Merck
CN

162906

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:
772-33-8
Molecular Weight:
232.03
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24850013
EC Number:
212-248-9
Beilstein/REAXYS Number:
1868798
MDL number:
MFCD00007340
Assay:
90%
Form:
solid

Key Documents

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Product Name

2-Hydroxy-5-nitrobenzyl bromide, 90%

InChI key

KFDPCYZHENQOBV-UHFFFAOYSA-N

InChI

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

SMILES string

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

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

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Application

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

General description

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

Other Notes

Contains 2-hydroxy-5-nitrobenzyl alcohol

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

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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Certificates of Analysis (COA)

Lot/Batch Number
0000140474
0000140474
MKBG5488V
09508DD
16426CR

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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 Locht et al.
Proceedings of the National Academy of Sciences of the United States of America, 86(9), 3075-3079 (1989-05-01)
The enzymatic ADP-ribosyltransferase activity associated with the S1 subunit of pertussis toxin is considered to be responsible for its biological effects. Although pertussis toxin has no significant homology to other ADP-ribosylating toxins such as diphtheria toxin and Pseudomonas aeruginosa exotoxin
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
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