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MilliporeSigma

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:
616-91-1
Molecular Weight:
163.19
Beilstein/REAXYS Number:
1724426
EC Number:
210-498-3
MDL number:
MFCD00004880
UNSPSC Code:
12352209
PubChem Substance ID:
24891402
NACRES:
NA.26

Key Documents

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Product Name

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

product line

BioReagent

Quality Level

200

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.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

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
WXBD6569V
WXBD5529V
WXBD4741V
SLCJ1628
WXBD3714V

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Derivation and long-term expansion of human endometrial and decidual organoids
Margherita Turco
Protocol Exchange, 2639-2644 (2017)
Isolation, Culture, and Maintenance of Mouse Intestinal Stem Cells
Kevin P. O?Rourke
Bio-protocol, 6(4), e1733-e1733 (2016)
Jing Xie et al.
Bone research, 7, 23-23 (2019-10-28)
Osteoarthritis (OA) is an age-related disorder that is strongly associated with chondrocyte senescence. The causal link between disruptive PTEN/Akt signaling and chondrocyte senescence and the underlying mechanism are unclear. In this study, we found activated Akt signaling in human OA
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
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
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