A7250

Sigma-Aldrich

N-Acetyl-L-cysteine

Sigma Grade, ≥99% (TLC), powder

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

Quality Level

grade

Sigma Grade

assay

≥99% (TLC)

form

powder

application(s)

cell analysis: suitable

color

white to off-white

mp

106-108 °C (lit.)

solubility

H2O: 100 mg/mL (with heating)

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.

Packaging

1 kg in poly bottle
5, 10, 25, 50, 100, 500 g in poly bottle

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

signalword

Warning

hcodes

hazcat

Eye Irrit. 2

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 2

Flash Point F

Not applicable

Flash Point C

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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...
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
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.
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