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Iodoacetamide

SIGMA/I6125 - ≥99% (NMR), crystalline

Synonym: α-Iodoacetamide; 2-Iodoacetamide

CAS Number: 144-48-9
Empirical Formula (Hill Notation): C2H4INO
Molecular Weight: 184.96
EC Number: 205-630-1
MDL Number: MFCD00008028
Linear Formula: ICH2CONH2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-I6125-5G 5 g
$60.50
1/EA
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45-I6125-10G 10 g
$113.00
1/EA
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45-I6125-25G 25 g
$233.00
1/EA
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45-I6125-100G 100 g
$720.00
1/EA
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45-I6125-1KG 1 kg
$4670.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: I6125-1KG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: I6125-100G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: I6125-10G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: I6125-5G

 

assay ≥99% (NMR)
biological source synthetic (organic)
form crystalline
InChI 1S/C2H4INO/c3-1-2(4)5/h1H2,(H2,4,5)
InChI key PGLTVOMIXTUURA-UHFFFAOYSA-N
mp 92-95 °C (lit.)
Quality Level 300 
SMILES string NC(=O)CI
solubility H2O: soluble 0.5 M, clear, colorless
storage temp. 2-8°C
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: Iodoacetamide acts as an alkylating reagent for cysteine residues in peptide sequencing. It is an irreversible inhibitor of enzymes with cysteine at the active site. It reacts much more slowly with histidine residues, but that activity is responsible for inhibiting ribonuclease.
Packaging: 1 kg in glass bottle
Packaging: 5, 10, 25, 100 g in glass bottle
Purity ≥99% (NMR)
mp 92-95 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 12352202

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