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Iodoacetamide

SIGMA/I1149 - BioUltra

Synonym: 2-Iodoacetamide; Monoiodoacetamide; alpha-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-I1149-5G 5 g
$100.00
1/EA
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45-I1149-25G 25 g
$340.00
1/EA
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45-I1149-100G 100 g
$1160.00
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: I1149-100G
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: I1149-5G
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: I1149-25G

 

anion traces chloride (Cl-): ≤0.05%
  sulfate (SO42-): ≤0.05%
assay ≥99% (NMR)
biological source synthetic (organic)
cation traces Al: ≤0.0005%
  Ca: ≤0.0005%
  Cu: ≤0.0005%
  Fe: ≤0.0005%
  K: ≤0.005%
  Mg: ≤0.0005%
  Na: ≤0.05%
  NH4+: ≤0.05%
  Pb: ≤0.001%
  Zn: ≤0.0005%
form powder
impurities ≤0.0005% Phosphorus (P)
  ≤0.1% Insoluble matter
InChI 1S/C2H4INO/c3-1-2(4)5/h1H2,(H2,4,5)
InChI key PGLTVOMIXTUURA-UHFFFAOYSA-N
mp 92-95 °C (lit.)
product line BioUltra
Quality Level 300 
SMILES string NC(=O)CI
solubility H2O: 0.5 M, clear, colorless
storage temp. 2-8°C
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.
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: 5, 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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