Merck
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A7250

Sigma-Aldrich

N-Acetyl-L-cysteine

Sigma Grade, ≥99% (TLC), powder

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Synonym(s):
LNAC, NAC
Linear Formula:
HSCH2CH(NHCOCH3)CO2H
CAS Number:
Molecular Weight:
163.19
Beilstein:
1724426
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26

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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This Item
A9165A81991009005
N-Acetyl-L-cysteine Sigma Grade, ≥99% (TLC), powder

Sigma-Aldrich

A7250

N-Acetyl-L-cysteine

-
N-Acetyl-L-cysteine BioReagent, suitable for cell culture

Sigma-Aldrich

A9165

N-Acetyl-L-cysteine

Essential+ Grade
N-Acetyl-L-cysteine BioXtra, ≥99% (TLC)

Sigma-Aldrich

A8199

N-Acetyl-L-cysteine

Premium Grade
Acetylcysteine United States Pharmacopeia (USP) Reference Standard

USP

1009005

Acetylcysteine

-
assay

≥99% (TLC)

assay

≥99% (TLC)

assay

≥99% (TLC)

assay

-

form

powder

form

powder

form

powder

form

-

color

white to off-white

color

white to off-white

color

white to off-white

color

-

mp

106-108 °C (lit.)

mp

106-108 °C (lit.)

mp

106-108 °C (lit.)

mp

106-108 °C (lit.)

solubility

H2O: 100 mg/mL (with heating)

solubility

H2O: 100 mg/mL (with heating)

solubility

H2O: 0.1 M at 20 °C, clear, colorless

solubility

-

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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Description
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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?
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Journal of Virology, 25(23), 10273-10285 (2005)
Carolina Martinez Romão et al.
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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
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

Articles

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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