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I4386

Sigma-Aldrich

Iodoacetic acid

≥98.0% (T)

Synonym(s):

2-Iodoacetic acid

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10 MG
₩207,162

About This Item

Linear Formula:
ICH2CO2H
CAS Number:
Molecular Weight:
185.95
Beilstein:
1739079
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

₩207,162


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biological source

synthetic

Quality Level

Assay

≥98.0% (T)

form

powder or flakes

color

white to yellow

mp

77-79 °C (lit.)

solubility

H2O: soluble, clear to hazy

storage temp.

−20°C

SMILES string

OC(=O)CI

InChI

1S/C2H3IO2/c3-1-2(4)5/h1H2,(H,4,5)

InChI key

JDNTWHVOXJZDSN-UHFFFAOYSA-N

Application

Iodoacetic acid has been used as an alkylating agent for antibody AR37,[1] serum proteins[2] and strawberry proteome samples extracted from different stages of ripened fruit.[3]
Reagent for the modification of cysteine residues in proteins.

Biochem/physiol Actions

Iodoacetic acid (IAA) blocks the thiol group of cysteine.[4] IAA inhibits glyceraldehyde-3-phosphate dehydrogenase (G3PDH) by interacting with sulfhydryl group of the active site cysteine. IAA inhibits the progression of solid Ehrlich carcinoma.[5] IAA is one of the iodinated disinfection byproducts in drinking water. It is cytotoxic to mammalian cells.[6]

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Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

parameter

up to 0.1 mmol scale

parameter

up to 0.1 mmol scale

parameter

up to 0.1 mmol scale

parameter

up to 0.1 mmol scale


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Pictograms

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1A

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves


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    Benoit Pilmis et al.
    Medecine sciences : M/S, 29 Spec No 1, 25-30 (2013-05-15)
    Mucormycosis is a life-threatening invasive fungal infection that arises among immunocompromised patients (haematological malignancies, solid organ transplantation, diabetes mellitus). The most frequent sites of infection are pulmonary, rhinocerebral, cutaneous and disseminated. Reversal of the underlying conditions is mandatory for controlling
    Bao Zhang et al.
    Biochimica et biophysica acta, 1828(9), 2230-2237 (2013-06-13)
    Bacillomycin L, a natural iturinic lipopeptide produced by Bacillus amyloliquefaciens, is characterized by strong antifungal activities against a variety of agronomically important filamentous fungi including Rhizoctonia solani Kühn. Prior to this study, the role of membrane permeabilization in the antimicrobial
    Anil Bhansali et al.
    The Journal of the Association of Physicians of India, 60, 54-58 (2013-06-20)
    Histoplasmosis has been sporadically reported from India. Though asymptomatic adrenal involvement has been described in patients with disseminated histoplasmosis; isolated adrenal involvement with adrenal insufficiency (AI) as the presenting manifestation of the disease is rare. We describe 5 immunocompetent men