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V900429

Sigma-Aldrich

N-Acetyl-L-cysteine

98%, Vetec

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:

product name

N-Acetyl-L-cysteine, Vetec, reagent grade, 98%

grade

reagent grade

product line

Vetec

Assay

98%

form

powder

color

white to off-white

mp

106-108 °C (lit.)

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


  • Antioxidant Assay Development: N-Acetyl-L-cysteine (NAC) is used in the metabolic activation and assessment of cytotoxicity of gramine mediated by CYP3A, showcasing its importance in biochemical assays that measure oxidative stress, a critical factor in IVD reagent development (Gao et al., 2024).

  • Cell Differentiation and NF-κB Inhibition: NAC′s role extends to inducing oxidative stress and inhibiting NF-κB pathways, which is crucial for the differentiation of cells in AML treatment. This application demonstrates NAC′s utility in clinical diagnostic reagents aimed at cancer treatment and research (Silva et al., 2024).

  • Liver Injury Alleviation: Highlighting its therapeutic applications, NAC is used in alleviating acetaminophen overdose-induced liver injury, underlining its potential use in clinical settings and importance in developing therapeutic IVD assays (Chen et al., 2024).

  • Enhanced Cancer Treatment Efficacy: Employed in combination therapies, NAC is used to treat posterior gastric pseudomyxoma peritonei, offering insights into its role as a biochemical agent that enhances the efficacy of cancer treatments in diagnostic and therapeutic applications (Sun et al., 2024).

  • Regulation of Cell Cycle and Autophagy: NAC′s interactions with 1-Methoxyisobrassinin in ovarian cancer cells illustrate its capability to modulate cell cycle regulation, apoptosis, and autophagy, underpinning its significant role in the development of biomarker detection assays and other IVD products (Zigová et al., 2024).

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.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Luigi Franchi et al.
Journal of immunology (Baltimore, Md. : 1950), 193(8), 4214-4222 (2014-09-17)
The nucleotide-binding oligomerization domain-like receptor pyrin domain-containing 3 (Nlrp3) inflammasome plays an important role in inflammation by controlling the maturation and secretion of the cytokines IL-1β and IL-18 in response to multiple stimuli including pore-forming toxins, particulate matter, and ATP.
Taeshin Kim et al.
Endocrinology, 156(6), 2185-2199 (2015-04-08)
The appropriate control of synthesis and secretion of the gonadotropin hormones LH and FSH by pituitary gonadotropes is essential for the regulation of reproduction. The hypothalamic neuropeptide GnRH is the central regulator of both processes, coordinating secretion with transcription and

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