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Merck

I8000

2-Iodosobenzoic acid

≥98% (TLC)

Synonym(s):

IBA

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About This Item

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

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Product Name

2-Iodosobenzoic acid,

InChI key

IFPHDUVGLXEIOQ-UHFFFAOYSA-N

InChI

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

SMILES string

OC(=O)c1ccccc1[I]=O

assay

≥98% (TLC)

form

powder

color

white to off-white

mp

230 °C (dec.) (lit.)

storage temp.

−20°C

Quality Level

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1 of 4

This Item
I7675T5910120979
form

powder

form

-

form

-

form

-

assay

≥98% (TLC)

assay

98%

assay

≥97% (HPLC)

assay

98%

storage temp.

−20°C

storage temp.

-

storage temp.

−20°C

storage temp.

-

mp

230 °C (dec.) (lit.)

mp

160-162 °C (lit.)

mp

220-222 °C (lit.)

mp

220-222 °C (lit.)

color

white to off-white

color

-

color

-

color

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

-

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
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.
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
Tom Waters et al.
Organic & biomolecular chemistry, 6(14), 2530-2533 (2008-07-05)
The gas phase anion proton affinities of the periodinane anions IBX- and IBA- were examined using mass spectrometry-based experiments, and estimated as 1300 +/- 25 and 1390 +/- 10 kJ mol(-1), respectively. The experimental results were supported by theoretical calculations
C Longo et al.
The International journal of biochemistry, 24(1), 133-143 (1992-01-01)
1. o-Iodosobenzoic acid (IOB) caused the formation of a disulfide bridge between SH1 and SH2 groups of myosin SF1 rendering inactive its ATPase activity. 2. IOB at high concentrations provoked fragmentation of SF1 at its tryptophan residues. 3. The main

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