I6125

Yodoacetamida

≥99% (NMR), crystalline

• Sinónimos: α-Iodoacetamide, 2-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: 24896083
• NACRES: NA.77

Propiedades

• biological source: synthetic (organic)
• Quality Level: 300
• assay: ≥99% (NMR)
• form: crystalline
• mp: 92-95 °C (lit.)
• solubility: H₂O: soluble 0.5 M, clear, colorless
• 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

• A Mass Spectrometry Strategy for Protein Quantification Based on the Differential Alkylation of Cysteines Using Iodoacetamide and Acrylamide.: This study presents a novel mass spectrometry method for quantifying proteins by differentially alkylating cysteines with iodoacetamide and acrylamide, enhancing the accuracy of protein quantification in complex samples. (Virág et al., 2024).


• Laminarin ameliorates iodoacetamide-induced functional dyspepsia via modulation of 5-HT(3) receptors and the gut microbiota.: Research demonstrates that laminarin can mitigate functional dyspepsia induced by iodoacetamide through modulating 5-HT(3) receptors and altering gut microbiota composition, offering potential therapeutic benefits. (Liu et al., 2024).


• Redox proteomics in melanoma cells: An optimized protocol.: This paper describes an optimized redox proteomics protocol using iodoacetamide, which facilitates the identification of redox-sensitive proteins in melanoma cells, aiding in the understanding of redox regulation in cancer. (Cunha et al., 2024).


• Molecular targets of cisplatin in HeLa cells explored through competitive activity-based protein profiling strategy.: Utilizing iodoacetamide in competitive activity-based protein profiling, this study identifies molecular targets of cisplatin in HeLa cells, providing insights into the drug′s mechanisms. (Chen et al., 2024).


• Development and Comparison of 4-Thiouridine to Cytidine Base Conversion Reaction.: This research compares base conversion reactions involving 4-thiouridine and cytidine, with iodoacetamide playing a crucial role in the reaction mechanism, contributing to advancements in nucleotide chemistry. (Ohashi et al., 2024).

Biochem/physiol Actions

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