A3221

Iodoacétamide

Single use vial of 56 mg

• Synonyme(s) : 2-Iodoacetamide, IAA, Monoiodoacetamide, alpha-Iodoacetamide
• Formule linéaire : ICH₂CONH₂
• Numéro CAS: 144-48-9
• Poids moléculaire : 184.96
• Numéro Beilstein : 1739080
• Numéro CE : 205-630-1
• Numéro MDL: MFCD00008028
• Code UNSPSC : 12352111
• ID de substance PubChem : 24890731
• Nomenclature NACRES : NA.56

Propriétés

• Source biologique: synthetic (organic)
• Pureté: ≥99% (HPLC)
• Forme: powder
• Conditionnement: vial of 56 mg (Single use)
• Conditions de stockage: (Tightly closed. Dry. Keep in a well-ventilated place. Keep locked up or in an area accessible; only to qualified or authorized persons.)
• Couleur: white to off-white
• Pf: 92-95 °C (lit.)
• Solubilité: H₂O: soluble 50 mg/mL, clear, colorless to faintly yellow
• Adéquation: suitable for LC-MS
• Application(s): microbiology
• Température de stockage: 2-8°C
• Chaîne SMILES: NC(=O)CI
• InChI: 1S/C2H4INO/c3-1-2(4)5/h1H2,(H2,4,5)
• Clé InChI: PGLTVOMIXTUURA-UHFFFAOYSA-N

Description

Description générale

2-Iodoacetamide is a thiol-alkylating agent frequently used in peptide mapping for biochemical, cell culture and proteomics research. It functions similarly to iodoacetate, primarily binding covalently with the thiol group of cysteine in proteins, thereby preventing the formation of disulfide bonds. This attribute is crucial for several applications, including 2-D protein electrophoresis to reduce streaking and improve resolution, as an inhibitor of deubiquitinase enzymes (DUBs) and a peptidase inhibitor. It is often employed during sample preparation for de novo peptide sequencing with protein mass spectrometry.

It has specific interactions with cysteine and histidine residues in proteins, affecting enzymes like ribonuclease. While it may react slowly with histidine, its inhibitory properties contribute to the research on proteases, such as cysteine proteases. Iodoacetamide is known for its irreversibility in inhibiting enzymes and its ability to form stable protein derivatives, making it valuable in studying protein structures, protein behavior, and enzyme inhibition.

Application

Iodoacetamide has been used:

• to prevent enzymatic disulfide reduction in the protein samples
• to inhibit glyceraldehyde-3-phosphate dehydrogenase effectively blocking ATP production in cell biology research

Actions biochimiques/physiologiques

L'iodoacétamide agit comme un réactif d'alkylation des résidus cystéine pour le séquençage des peptides. C'est un inhibiteur irréversible des enzymes présentant une cystéine au niveau de leur site actif. Il réagit beaucoup plus lentement avec les résidus histidine, mais cette activité entraîne l'inhibition de la ribonucléase.

Caractéristiques et avantages

High quality compound suitable for multiple research applications

Conditionnement

Packaged in sealed ampules

Autres remarques

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Informations légales

Technology developed in partnership with Proteome Systems^™

Proteome Systems is a trademark of Proteome Systems Ltd

Informations sur la sécurité

• Pictogrammes: GHS06,GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H301,H317,H334,H413
• Conseils de prudence: P261 - P264 - P273 - P280 - P301 + P310 - P302 + P352
• Classification des risques: Acute Tox. 3 Oral - Aquatic Chronic 4 - Resp. Sens. 1 - Skin Sens. 1
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges