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Merck

A7250

N-Acetyl-L-cysteine

≥99% (TLC)

Synonym(s):

LNAC, NAC

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About This Item

Linear Formula:
HSCH2CH(NHCOCH3)CO2H
CAS Number:
616-91-1
Molecular Weight:
163.19
NACRES:
NA.26
PubChem Substance ID:
24277970
UNSPSC Code:
12352209
EC Number:
210-498-3
MDL number:
MFCD00004880
Beilstein/REAXYS Number:
1724426

Product Name

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

InChI key

PWKSKIMOESPYIA-BYPYZUCNSA-N

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

SMILES string

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

grade

Sigma Grade

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

Quality Level

200

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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000432511
0000473232
0000432511
0000473232
WXBF6772V

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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
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
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