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Key Documents

A9165

Sigma-Aldrich

N-Acetyl-L-cysteine

≥99% (TLC), suitable for cell culture, BioReagent

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, BioReagent, suitable for cell culture

product line

BioReagent

Quality Level

Assay

≥99% (TLC)

form

powder

technique(s)

cell culture | mammalian: 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 as a component of intestinal basal medium for the culture of mouse intestinal stem cells and also as a component of expansion medium.

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

Exclamation mark

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

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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Isolation, Culture, and Maintenance of Mouse Intestinal Stem Cells
Kevin P. O?Rourke
Bio-protocol, 6(4), e1733-e1733 (2016)
Derivation and long-term expansion of human endometrial and decidual organoids
Margherita Turco
Protocol Exchange, 2639-2644 (2017)
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
Meritxell Huch et al.
Nature, 494(7436), 247-250 (2013-01-29)
The Wnt target gene Lgr5 (leucine-rich-repeat-containing G-protein-coupled receptor 5) marks actively dividing stem cells in Wnt-driven, self-renewing tissues such as small intestine and colon, stomach and hair follicles. A three-dimensional culture system allows long-term clonal expansion of single Lgr5(+) stem
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

Importance and uses of cysteine in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures

Human pancreatic cancer organoid biobank (PDAC organoids) with various KRAS mutations to aide in 3D cell culture and cancer research applications.

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Cellular oxidative stress is countered by enzymatic scavengers and antioxidant modulators against reactive oxygen species damage.

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Chromatograms

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