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Merck

I4386

Sigma-Aldrich

Iodoacetic acid

≥98.0% (T)

Sinónimos:

2-Iodoacetic acid

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About This Item

Fórmula lineal:
ICH2CO2H
Número de CAS:
Peso molecular:
185.95
Beilstein/REAXYS Number:
1739079
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

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

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Application

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

Biochem/physiol Actions

Iodoacetic acid (IAA) blocks the thiol group of cysteine. 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. IAA is one of the iodinated disinfection byproducts in drinking water. It is cytotoxic to mammalian cells.

pictograms

Skull and crossbonesCorrosion

signalword

Danger

hcodes

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Los clientes también vieron

Database-independent Protein Sequencing (DiPS) Enables Full-length de Novo Protein and Antibody Sequence Determination
Savidor A, et al.
Molecular and Cellular Proteomics, 16(6), 1151-1161 (2017)
Drinking water disinfection byproduct iodoacetic acid induces tumorigenic transformation of NIH3T3 cells
Wei X, et al.
Environmental Science & Technology, 47(11), 5913-5920 (2013)
Carboxymethylation of cysteine using iodoacetamide/iodoacetic acid
The Protein Protocols Handbook, 455-456 (2002)
Development of candidate biomarkers for pancreatic ductal adenocarcinoma using multiple reaction monitoring
Yu J, et al.
Biotechnology and Bioprocess Engineering: BBE, 18(5), 1038-1047 (2013)
Antitumor activities of iodoacetate and dimethylsulphoxide against solid Ehrlich carcinoma growth in mice
Fahim FA, et al.
Biological Research, 36(2), 253-262 (2003)

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