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I8000

Sigma-Aldrich

2-Iodosobenzoic acid

≥98% (TLC)

Synonym(s):

IBA

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About This Item

Linear Formula:
OIC6H4CO2H
CAS Number:
304-91-6
Molecular Weight:
264.02
Beilstein:
1939973
EC Number:
206-159-4
MDL number:
MFCD00002401
UNSPSC Code:
12352209
PubChem Substance ID:
24896131
NACRES:
NA.26

product name

2-Iodosobenzoic acid,

Assay

≥98% (TLC)

form

powder

color

white to off-white

mp

230 °C (dec.) (lit.)

storage temp.

−20°C

SMILES string

OC(=O)c1ccccc1[I]=O

InChI

1S/C7H5IO3/c9-7(10)5-3-1-2-4-6(5)8-11/h1-4H,(H,9,10)

InChI key

IFPHDUVGLXEIOQ-UHFFFAOYSA-N

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Application

For cleavage of tryptophanyl peptide bonds.

Biochem/physiol Actions

2-Iodosobenzoic acid (IBA) may be used to study enzyme structure and activity. IBA is used as an oxidant which oxidizes vicinal sulfhydryls to disulfides (cysteine residues) within enzymes leading to their inactivation or conformational changes. IBA is also used to cleave tryptophanyl peptide bonds.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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I Locklear et al.
Neuroscience, 35(3), 707-713 (1990-01-01)
A previously developed model of exercise-induced muscle contracture using iodoacetate to inhibit glyceraldehyde-3-phosphate dehydrogenase in rat hindlimb muscles produced selective type II myofiber damage. Utilizing a modification of the same model system, rats were given intra-aortic ortho-iodosobenzoic acid (700 nmol/kg
S P Fling et al.
Current eye research, 7(2), 191-199 (1988-02-01)
Bovine retinal S-antigen was cleaved by three chemical cleavage procedures including o-iodosobenzoic acid (IBA), mile acid and cyanogen bromide. The resultant peptides were used to study antibody-defined epitopes. Treatment with IBA, which cleaves primarily at tryptophanyl peptide bonds, produced at
R J Duhe et al.
The Journal of biological chemistry, 269(10), 7290-7296 (1994-03-11)
The calmodulin binding domain of the type I adenylyl cyclase has recently been identified as an amino acid sequence (residues 495-522) that contains 2 cysteine residues. Therefore, we examined the effect of several sulfhydryl reagents on the calmodulin sensitivity of
J M Souza et al.
Archives of biochemistry and biophysics, 360(2), 187-194 (1998-12-16)
Rabbit muscle glyceraldehyde-3-phosphate dehydrogenase (GAPDH) was inactivated by peroxynitrite under biologically relevant conditions. The decrease of enzymatic activity followed an exponential function, and the concentration of peroxynitrite needed to inactivate 50% of 7 microM GAPDH (IC50) was 17 microM. Hydroxyl
Susanne Müller et al.
Toxicology letters, 200(1-2), 53-58 (2010-11-03)
Developing potent detoxification strategies for prophylaxis and therapy against organophosphate (OP) intoxication still represents a challenging task. Clinical application of numerous investigated substances including enzymes and low molecular scavengers like metal ions or nucleophiles could not yet be realised due
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