I4386

Iodoacetic acid

≥98.0% (T)

• Synonym(s): 2-Iodoacetic acid
• Linear Formula: ICH₂CO₂H
• CAS Number: 64-69-7
• Molecular Weight: 185.95
• Beilstein/REAXYS Number: 1739079
• EC Number: 200-590-1
• MDL number: MFCD00002685
• UNSPSC Code: 12352106
• PubChem Substance ID: 24896056
• NACRES: NA.77

Properties

• biological source: synthetic
• Quality Level: 200
• 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

Description

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.

Safety Information

• pictograms: GHS06,GHS05
• signalword: Danger
• hcodes: H301,H314
• pcodes: P260 - P280 - P301 + P310 + P330 - P303 + P361 + P353 - P305 + P351 + P338 + P310
• 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