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A7250

Sigma-Aldrich

N-Acetyl-L-cysteine

≥99% (TLC)

Synonym(s):

LNAC, NAC

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About This Item

Linear Formula:
HSCH2CH(NHCOCH3)CO2H
CAS Number:
Molecular Weight:
163.19
Beilstein:
1724426
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

N-Acetyl-L-cysteine, Sigma Grade, ≥99% (TLC), powder

grade

Sigma Grade

Quality Level

Assay

≥99% (TLC)

form

powder

color

white to off-white

mp

106-108 °C (lit.)

solubility

H2O: 100 mg/mL (with heating)

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 suppress oxygen-dependent hydroxyurea sensitivity in Saccharomyces cerevisiae. It has also been used as an antioxidant for the treatment of C2C12 murine myoblasts.

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.

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Pictograms

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Signal Word

Warning

Hazard Statements

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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Low levels of lipopolysaccharide modulate mitochondrial oxygen consumption in skeletal muscle
Madlyn I. Frisard
Metabolism and Disease, 64(3), 416-427 (2015)
Loss of SOD1 and LYS7 Sensitizes Saccharomyces cerevisiae to Hydroxyurea and DNA Damage Agents and Downregulates MEC1 Pathway Effectors?
Carole D. Carter
Journal of Virology, 25(23), 10273-10285 (2005)
Carolina Martinez Romão et al.
Life sciences, 231, 116544-116544 (2019-06-11)
To investigate the effect of long-term N-acetyl-l-cysteine (NAC) treatment in Wistar rats subjected to renal ischemia and reperfusion (IR) and a chronic high‑sodium diet (HSD). Adult male Wistar rats received an HSD (8.0% NaCl) or a normal‑sodium diet (NSD; 1.3%
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
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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Chromatograms

application for HPLC

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