I1149

Yodoacetamida

BioUltra

• Sinónimos: 2-Iodoacetamide, Monoiodoacetamide, alpha-Iodoacetamide
• Fórmula lineal: ICH₂CONH₂
• Número de CAS: 144-48-9
• Peso molecular: 184.96
• Beilstein/REAXYS Number: 1739080
• EC Number: 205-630-1
• MDL number: MFCD00008028
• UNSPSC Code: 12352202
• PubChem Substance ID: 24278486
• NACRES: NA.77

Propiedades

• biological source: synthetic (organic)
• Quality Level: 300
• product line: BioUltra
• assay: ≥99% (NMR)
• form: powder
• impurities: ≤0.0005% Phosphorus (P); ≤0.1% Insoluble matter
• mp: 92-95 °C (lit.)
• solubility: H₂O: 0.5 M, clear, colorless
• anion traces: chloride (Cl^-): ≤0.05%; sulfate (SO₄^2-): ≤0.05%
• cation traces: Al: ≤0.0005%; Ca: ≤0.0005%; Cu: ≤0.0005%; Fe: ≤0.0005%; K: ≤0.005%; Mg: ≤0.0005%; NH₄⁺: ≤0.05%; Na: ≤0.05%; Pb: ≤0.001%; Zn: ≤0.0005%
• storage temp.: 2-8°C
• SMILES string: NC(=O)CI
• InChI: 1S/C2H4INO/c3-1-2(4)5/h1H2,(H2,4,5)
• InChI key: PGLTVOMIXTUURA-UHFFFAOYSA-N

Descripción

Application

Iodoacetamide has been used:

• in protein digestion for proteomic analysis
• to alkylate protein samples
• in the denaturation of cow′s milk allergens, β-lactoglobulin (BLG) and α-lactalbumin (ALA)

Biochem/physiol Actions

Iodoacetamide (IAA) is used to inhibit glycolysis due to its ability to irreversibly inhibit the glycolytic enzyme glyceraldehyde-3-phosphate dehydrogenase (GAPDH). IAA is used to investigate the role of cysteine residues in enzyme catalysis and the brain cell transport process. It can react with low molecular weight thiol compounds like mercaptoethanol and glutathione. IAN may also block enzymes like bromelain, cathepsin C, clostripain, and carboxypeptidase P.

La yodoacetamida actúa como alquilante de los restos de cisteína en la secuenciación peptídica. Es un inhibidor irreversible de enzimas que tienen cisteína en el sitio activo. Reacciona mucho más despacio con los restos de histidina, pero esta actividad es responsable de la inhibición de las ribonucleasas.

Información de seguridad

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H301 - H317 - H334 - H413
• pcodes: P261 - P264 - P273 - P280 - P301 + P310 - P302 + P352
• Hazard Classifications: Acute Tox. 3 Oral - Aquatic Chronic 4 - Resp. Sens. 1 - Skin Sens. 1
• Storage Class: 6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges