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A8199

Sigma-Aldrich

N-Acetyl-L-cysteine

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

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:
1724426
EC Number:
210-498-3
MDL number:
MFCD00004880
UNSPSC Code:
12352209
PubChem Substance ID:
24891213
NACRES:
NA.26
Pricing and availability is not currently available.

Product Name

N-Acetyl-L-cysteine, BioXtra, ≥99% (TLC)

product line

BioXtra

Quality Level

300

Assay

≥99% (TLC)

form

powder

technique(s)

cell culture | mammalian: suitable

impurities

≤0.002% Phosphorus (P)
≤0.1% Insoluble matter

ign. residue

≤0.5%

color

white to off-white

mp

106-108 °C (lit.)

solubility

H2O: 0.1 M at 20 °C, clear, colorless

cation traces

Al: ≤0.0005%
Ca: ≤0.0005%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.0005%
NH4+: ≤0.05%
Na: ≤0.1%
Pb: ≤0.001%
Zn: ≤0.0005%

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

N-Acetyl-L-cysteine has been used to study its protective effect against styrene-induced cochlear injuries in rats.[1] It has also been used as a supplement in basal chemically-defined medium (BDM) for the culture of oligodendrocyte precursor cells.[2]

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

Signal Word

Warning

Hazard Statements

H319

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5347V
WXBF4914V
WXBF2554V
WXBF3781V
0000322106

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Protective effect of N-acety-L-cysteine (L-NAC) against styrene-induced cochlear injuries
Wei Ping Yang
Acta Oto-Laryngologica, 129(10), 1036-1043 (2009)
Histamine Receptor 3 negatively regulates oligodendrocyte differentiation and remyelination
Chen Y
PLoS ONE, 12(12), e0189380-e0189380 (2017)
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
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
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.
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Articles

L-Cysteine in Cell Culture

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L-Cysteine in Cell Culture

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

L-Cysteine in Cell Culture

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

L-Cysteine in Cell Culture

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

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Chromatograms

application for HPLC

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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