Merck
  • I1149
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I1149

Sigma-Aldrich

Iodoacetamide

BioUltra

Synonym(s):
2-Iodoacetamide, Monoiodoacetamide, alpha-Iodoacetamide
Linear Formula:
ICH2CONH2
CAS Number:
Molecular Weight:
184.96
Beilstein:
1739080
Número de EC:
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.77

origen biológico

synthetic (organic)

Nivel de calidad

Línea del producto

BioUltra

ensayo

≥99% (NMR)

formulario

powder

impurezas

≤0.0005% Phosphorus (P)
≤0.1% Insoluble matter

mp

92-95 °C (lit.)

solubilidad

H2O: 0.5 M, clear, colorless

trazas de anión

chloride (Cl-): ≤0.05%
sulfate (SO42-): ≤0.05%

trazas de catión

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%

temp. de almacenamiento

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

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Aplicación

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)

Envase

5, 25, 100 g in glass bottle

Acciones bioquímicas o fisiológicas

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.
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.

pictogramas

Skull and crossbonesHealth hazard

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Acute Tox. 3 Oral - Aquatic Chronic 4 - Resp. Sens. 1 - Skin Sens. 1

Código de clase de almacenamiento

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificate of Analysis

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Certificate of Origin

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