A0737

N-acetylcysteine amide

≥98% (HPLC), lyophilized powder, antioxidant

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

Propriedades

• product name: N-acetylcysteine amide, ≥98% (HPLC)
• Nível de qualidade: 100
• Ensaio: ≥98% (HPLC)
• forma: lyophilized powder
• condição de armazenamento: desiccated
• cor: white to off-white
• solubilidade: H₂O: ≥20 mg/mL; DMSO: >40 mg/mL
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres 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
• chave InChI: UJCHIZDEQZMODR-BYPYZUCNSA-N

Descrição

Aplicação

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.

Ações bioquímicas/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. 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.

Outras notas

This product is hydroscopic and air sensitive.

Informações de segurança

• Pictogramas: GHS07
• Palavra indicadora: Warning
• Frases de perigo: H302
• Declarações de precaução: P264 - P270 - P301 + P312 - P501
• Classificações de perigo: Acute Tox. 4 Oral
• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable