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A8199

Sigma-Aldrich

N-Acetyl-L-cysteine

BioXtra, ≥99% (TLC)

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Synonym(s):
LNAC, NAC
Linear Formula:
HSCH2CH(NHCOCH3)CO2H
CAS Number:
616-91-1
Molecular Weight:
163.19
Beilstein:
1724426
EC Number:
210-498-3
MDL number:
MFCD00004880
PubChem Substance ID:
24891213
NACRES:
NA.26

product line

BioXtra

Quality Level

200

Assay

≥99% (TLC)

form

powder

technique(s)

cell culture | mammalian: suitable

impurities

≤0.002% Phosphorus (P)
≤0.1% Insoluble matter

ign. residue

≤0.5%

color

white to off-white

mp

106-108 °C (lit.)

solubility

H2O: 0.1 M at 20 °C, clear, colorless

cation traces

Al: ≤0.0005%
Ca: ≤0.0005%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.0005%
NH4+: ≤0.05%
Na: ≤0.1%
Pb: ≤0.001%
Zn: ≤0.0005%

application(s)

cell analysis

storage temp.

2-8°C

SMILES string

CC(=O)N[C@@H](CS)C(O)=O

InChI

1S/C5H9NO3S/c1-3(7)6-4(2-10)5(8)9/h4,10H,2H2,1H3,(H,6,7)(H,8,9)/t4-/m0/s1

InChI key

PWKSKIMOESPYIA-BYPYZUCNSA-N

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Application

N-Acetyl-L-cysteine has been used to study its protective effect against styrene-induced cochlear injuries in rats. It has also been used as a supplement in basal chemically-defined medium (BDM) for the culture of oligodendrocyte precursor cells.

Biochem/physiol Actions

Antioxidant and mucolytic agent. Increases cellular pools of free radical scavengers. Reported to prevent apoptosis in neuronal cells but induce apoptosis in smooth muscle cells. Inhibits HIV replication. May serve as a substrate for microsomal glutathione transferase.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Protective effect of N-acety-L-cysteine (L-NAC) against styrene-induced cochlear injuries
Wei Ping Yang
Acta Oto-Laryngologica, 129(10), 1036-1043 (2009)
Histamine Receptor 3 negatively regulates oligodendrocyte differentiation and remyelination
Chen Y
PLoS ONE, 12(12), e0189380-e0189380 (2017)
Suzanne M Cloonan et al.
Journal of medicinal chemistry, 58(11), 4494-4505 (2015-05-12)
Ruthenium polypyridyl complexes show great promise as new photodynamic therapy (PDT) agents. However, a lack of detailed understanding of their mode of action in cells poses a challenge to their development. We have designed a new Ru(II) PDT candidate that
Michael Berk et al.
Trends in pharmacological sciences, 34(3), 167-177 (2013-02-02)
N-Acetylcysteine (NAC) targets a diverse array of factors germane to the pathophysiology of multiple neuropsychiatric disorders including glutamatergic transmission, the antioxidant glutathione, neurotrophins, apoptosis, mitochondrial function, and inflammatory pathways. This review summarises the areas where the mechanisms of action of
Yuval Samuni et al.
Biochimica et biophysica acta, 1830(8), 4117-4129 (2013-04-27)
N-acetylcysteine (NAC) has been in clinical practice for several decades. It has been used as a mucolytic agent and for the treatment of numerous disorders including paracetamol intoxication, doxorubicin cardiotoxicity, ischemia-reperfusion cardiac injury, acute respiratory distress syndrome, bronchitis, chemotherapy-induced toxicity
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Articles

L-Cysteine in Cell Culture

Importance and uses of cysteine in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

Chromatograms

application for HPLC

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