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A9165

Sigma-Aldrich

N-Acetyl-L-cysteine

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

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Synonym(s):
LNAC, NAC
Linear Formula:
HSCH2CH(NHCOCH3)CO2H
CAS Number:
616-91-1
Molecular Weight:
163.19
Beilstein:
1724426
EC Number:
210-498-3
MDL number:
MFCD00004880
UNSPSC Code:
12352209
PubChem Substance ID:
24891402
NACRES:
NA.26

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

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

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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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. My media turned yellow when I added N-acetyl cysteine (NAC), Product A9165.  Why?

    The pH of a 1% solution is 2.0-2.8.  You may need to adjust the pH of the media with NaOH.  Or, prior to addition to the media, you can initially dilute the NAC with PBS, and then add it to the culture media.

  4. How stable is a solution of Product A9165, N-acetyl cysteine (NAC)?

    Aqueous solutions of cysteine oxidize to cystine on contact with air at neutral or alkaline pH. We recommend making aqueous solutions fresh.  NAC is relatively stable in acid.  Solutions in acid are stable and can be stored at -20 °C.

  5. What concentration of Product A9165, N-Acetyl-L-cysteine (NAC), should I use for cell culture?

    Cell culture testing is performed at 0.82 g/L.  The exact concentration will depend upon your application.

  6. What is the half life of Product A9165, N-Acetyl-L-cysteine (NAC), in cell culture?

    We have not tested the half-life of NAC solutions in our labs here at Sigma. However, this subject has been reviewed in Neuropsychopharmacology, 29, 2018-2023 (2004).

  7. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  8. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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)
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
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
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Chromatograms

application for HPLC

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