N-Acetyl-L-cysteine (NAC) is primarily known as a mucolytic agent and antioxidant, but it has also been investigated for its potential role in antimicrobial susceptibility testing. NAC can enhance the effectiveness of certain antibiotics, particularly against biofilm-forming bacteria, by disrupting biofilms and increasing the permeability of bacterial cell membranes. This property can make bacteria more susceptible to antimicrobial agents. This application has not been tested or validated internally and would need to be confirmed empirically by the end user.
A7250
N-Acetyl-L-cysteine
≥99% (TLC)
Synonym(s):
LNAC, NAC
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5 G
$46.10
10 G
$53.10
25 G
$91.30
50 G
$163.00
100 G
$258.00
500 G
$895.00
1 KG
$1,020.00
About This Item
Linear Formula:
HSCH2CH(NHCOCH3)CO2H
CAS Number:
Molecular Weight:
163.19
Beilstein/REAXYS Number:
1724426
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
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Product Name
N-Acetyl-L-cysteine, Sigma Grade, ≥99% (TLC), powder
grade
Sigma Grade
Quality Level
assay
≥99% (TLC)
form
powder
color
white to off-white
mp
106-108 °C (lit.)
solubility
H2O: 100 mg/mL (with heating)
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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This Item | A8199 | PHR1098 | 1.12422 |
|---|---|---|---|
| form powder | form powder | form - | form solid |
| grade Sigma Grade | grade - | grade certified reference material, pharmaceutical secondary standard | grade - |
| assay ≥99% (TLC) | assay ≥99% (TLC) | assay - | assay - |
| storage temp. 2-8°C | storage temp. 2-8°C | storage temp. 2-8°C | storage temp. 2-30°C |
| solubility H2O: 100 mg/mL (with heating) | solubility H2O: 0.1 M at 20 °C, clear, colorless | solubility - | solubility 179.5 g/L |
| color white to off-white | color white to off-white | color - | color - |
Application
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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Description
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signalword
Warning
hcodes
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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Articles
Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.
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Chromatograms
application for HPLC
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Can this NAC be used in antimicrobial susceptibility testing?
1 answer-
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How can I determine the shelf life / expiration / retest date of this product?
1 answer-
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/418/501/product-dating-information-06-25-mk.pdfHelpful?
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Can this NAC be used in In Vivo experiments?
1 answer-
This product has not been tested for in vivo or in vitro use. Stock solutions must be filter-sterilized and the endotoxin has not been determined. However, this item has been used successfully in animal models by other researchers, as listed in the Peer Reviewed Papers section of this page. Please see the link below to review one such publication:
https://www.sciencedirect.com/science/article/pii/S0024320519304643?via%3DihubNote that there are additional NAC products available that include cytotoxicity testing which may be of interest. Please see the links below to review these product options.
A9165, suitable for cell culture, BioReagent:
https://www.sigmaaldrich.com/product/sigma/a9165
A81990, suitable for cell culture, BioXtra
https://www.sigmaaldrich.com/product/sial/a8199Helpful?
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When you refer that NAC is soluble with heating, what temperature are we talking about? And What is the maximum temperature?
1 answer-
Typically, NAC can be effectively solubilized in water at elevated temperatures, such as 37°C (body temperature) or higher. For optimal solubility, heating the solution to around 60-70°C can help dissolve larger quantities of NAC more easily. It's important to note that while heating can enhance solubility, care should be taken to avoid excessive temperatures that could degrade the compound.
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How is shipping temperature determined? And how is it related to the product storage temperature?
1 answer-
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
Helpful?
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What information is available about the solubility and solution stability of A7250 N-Acetyl-L-cysteine?
1 answer-
Solubility
- N-acetyl-L-cysteine is soluble 1 in 8 of water and 1 in 2 of ethanol.
- It is practically insoluble in chloroform and ether.
- The solubility of product A7250 in water at 100 mg/mL was tested with heating and resulted in a clear, colorless solution.Solution Stability
Aqueous stock solutions are stable for up to 1 month at -20°C. For N-acetyl-L-cysteine, the following information is relevant:
- Aqueous solutions of cysteine oxidize to cystine upon exposure to air at neutral or alkaline pH.
- Oxidation is hastened by traces of heavy metals, particularly copper and iron; however, it is relatively stable in an acidic environment.Helpful?
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