A0737

N-acetylcysteine amide

≥98% (HPLC), lyophilized powder, antioxidant

• Synonyme(s) : (R)- 2-(Acetylamino)-3-mercapto-Propanamide, AD4, N-Acetyl-L-cysteinamide, NACA, acetylcysteinamide
• Formule empirique (notation de Hill): C₅H₁₀N₂O₂S
• Numéro CAS: 38520-57-9
• Poids moléculaire : 162.21
• Numéro MDL: MFCD01696115
• Code UNSPSC : 12352209
• ID de substance PubChem : 329770626
• Nomenclature NACRES : NA.25

Propriétés

• product name: N-acetylcysteine amide, ≥98% (HPLC)
• Niveau de qualité: 100
• Pureté: ≥98% (HPLC)
• Forme: lyophilized powder
• Conditions de stockage: desiccated
• Couleur: white to off-white
• Solubilité: H₂O: ≥20 mg/mL; DMSO: >40 mg/mL
• Température de stockage: 2-8°C
• Chaîne SMILES: CC(=O)N[C@@H](CS)C(N)=O
• InChI: 1S/C5H10N2O2S/c1-3(8)7-4(2-10)5(6)9/h4,10H,2H2,1H3,(H2,6,9)(H,7,8)/t4-/m0/s1
• Clé InChI: UJCHIZDEQZMODR-BYPYZUCNSA-N

Description

Application

N-acetylcysteine amide has been used:

• to protect retinal pigment epithelium (RPE) from oxidative stress
• to show that increased expression of cell adhesion molecule 4 (CADM4) in oligodendrocytes inhibits myelination
• to protect cells from apoptosis induced by shikonin plus erlotinib/gefitinib
• as a component in various culture media

as an antioxidant to reduce oxidative stress in brains of homozygous Drosophila spermine synthase (dSms e/e) mutant flies and melanoma cells.

Actions biochimiques/physiologiques

N-acetylcysteine amide is a membrane penetrating antioxidant with antiinflamatory activity through regulation of activation of NF-κB and HIF-1α as well as modulation of ROS. The compound readily crosses cell membranes, replenishes intracellular GSH, and defends the cell from oxidative stress. In contrast to DTT, AD4 is able to directly reduce intracellularl GSSG to GSH without the involvement of glutathione peroxidase. Such direct thiol exchange might have a protective effect. This compound has a potential in research and exploration for treatment of neurodegeneration, radiation exposure, and other oxidation-mediated disorders.

Autres remarques

This product is hydroscopic and air sensitive.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302
• Conseils de prudence: P264 - P270 - P301 + P312 - P501
• Classification des risques: Acute Tox. 4 Oral
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable