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Documenti fondamentali

A0737

Sigma-Aldrich

N-acetylcysteine amide

≥98% (HPLC), lyophilized powder, antioxidant

Sinonimo/i:

(R)- 2-(Acetylamino)-3-mercapto-Propanamide, AD4, N-Acetyl-L-cysteinamide, NACA, acetylcysteinamide

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About This Item

Formula empirica (notazione di Hill):
C5H10N2O2S
Numero CAS:
Peso molecolare:
162.21
Numero MDL:
Codice UNSPSC:
12352209
ID PubChem:
NACRES:
NA.25

Nome del prodotto

N-acetylcysteine amide, ≥98% (HPLC)

Livello qualitativo

Saggio

≥98% (HPLC)

Stato

lyophilized powder

Condizioni di stoccaggio

desiccated

Colore

white to off-white

Solubilità

H2O: ≥20 mg/mL
DMSO: >40 mg/mL

Temperatura di conservazione

2-8°C

Stringa SMILE

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
UJCHIZDEQZMODR-BYPYZUCNSA-N

Applicazioni

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.

Azioni biochim/fisiol

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.

Altre note

This product is hydroscopic and air sensitive.

Pittogrammi

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Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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Intracellular effects of atmospheric-pressure plasmas on melanoma cancer cells
Ishaq M, et al.
Physics of Plasmas, 22(12), 122003-122003 (2015)
Shikonin sensitizes wild-type EGFR NSCLC cells to erlotinib and gefitinib therapy
Li YL, et al.
Molecular Medicine Reports, 18(4), 3882-3890 (2018)
Oxidative stress-mediated NFkappaB phosphorylation upregulates p62/SQSTM1 and promotes retinal pigmented epithelial cell survival through increased autophagy
Song C, et al.
PLoS ONE, 12(2), e0171940-e0171940 (2017)
Spermine synthase deficiency causes lysosomal dysfunction and oxidative stress in models of Snyder-Robinson syndrome
Li C, et al.
Nature Communications, 8(1), 1257-1257 (2017)
Axoglial adhesion by cadm4 regulates CNS myelination
Elazar N, et al.
Neuron, 101(2), 224-231 (2019)

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