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I8000

Sigma-Aldrich

2-Iodosobenzoic acid

≥98% (TLC)

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Synonym(s):
IBA
Linear Formula:
OIC6H4CO2H
CAS Number:
Molecular Weight:
264.02
Beilstein:
1939973
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

Assay

≥98% (TLC)

Quality Level

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
T Kleinschmidt et al.
Biological chemistry Hoppe-Seyler, 370(8), 839-845 (1989-08-01)
The monomeric hemoglobin fractions of Chironomus thummi thummi (CTT) and Chironomus thummi piger (CTP) differ in the ratio of their components. The determination of the primary structure of the component CTP III was achieved by automatic Edman degradation of the
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

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