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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
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Product Name

2-Iodosobenzoic acid,

Assay

≥98% (TLC)

Quality Level

200

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000364259
0000341163
0000364259
0000341163
SLCR5601

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M Fontecave et al.
Biochemical and biophysical research communications, 168(2), 659-664 (1990-04-30)
The active form of protein B2, the small subunit of ribonucleotide reductase from E. Coli, contains a binuclear non heme iron center and a tyrosyl radical. MetB2 is an inactive form that lacks the radical but retains the Fe(III) center.
Neal N Reed et al.
Bioorganic & medicinal chemistry letters, 12(15), 2047-2049 (2002-07-13)
A series of soluble and insoluble polymer supported versions of the versatile oxidizing reagent IBX has been prepared. Each of the reagents were evaluated for their efficiency in the conversion of benzyl alcohol to benzaldehyde. Results from this study were
J O Moskaug et al.
The Journal of biological chemistry, 266(4), 2652-2659 (1991-02-05)
When the enzymatically active A-fragment of diphtheria toxin is translocated to the cytosol, the B-fragment inserts into the membrane in such a way that a 25-kDa polypeptide becomes shielded from proteases added to the external medium. We have attempted to
M F Drincovich et al.
Biochimica et biophysica acta, 1206(1), 10-16 (1994-05-18)
Incubation of C4 NADP-malic enzyme from maize leaves with the oxidant o-iodosobenzoate leads to the reversible and complete inactivation of the enzyme. The time-course of inactivation is biphasic with the rate depending on the o-iodosobenzoate concentration. The inactivation is partially
W F Liu et al.
Toxicology letters, 45(2-3), 289-298 (1989-02-01)
o-Iodosobenzoic acid (IBA), in a surfactant micellar medium, is a rapid and efficient catalyst for the hydrolysis of organophosphate (OP) esters. Since little is known about the toxicity of IBA, a primary screen of neurobehavioral toxicity was evaluated in male
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