A0737

N-acetylcysteine amide

≥98% (HPLC), lyophilized powder, antioxidant

• Sinónimos: (R)- 2-(Acetylamino)-3-mercapto-Propanamide, AD4, N-Acetyl-L-cysteinamide, NACA, acetylcysteinamide
• Fórmula empírica (notación de Hill): C₅H₁₀N₂O₂S
• Número de CAS: 38520-57-9
• Peso molecular: 162.21
• Número MDL: MFCD01696115
• Código UNSPSC: 12352209
• ID de la sustancia en PubChem: 329770626
• NACRES: NA.25

Propiedades

• Nombre del producto: N-acetylcysteine amide, ≥98% (HPLC)
• Nivel de calidad: 100
• Ensayo: ≥98% (HPLC)
• Formulario: lyophilized powder
• condiciones de almacenamiento: desiccated
• color: white to off-white
• solubilidad: H₂O: ≥20 mg/mL; DMSO: >40 mg/mL
• temp. de almacenamiento: 2-8°C
• cadena 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
• Clave InChI: UJCHIZDEQZMODR-BYPYZUCNSA-N

Descripción

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

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.

Otras notas

This product is hydroscopic and air sensitive.

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H302
• Consejos de prudencia: P264 - P270 - P301 + P312 - P501
• Clasificaciones de peligro: Acute Tox. 4 Oral
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable