81690-92-8

Basic information

• Product Name: N-ACETYL-S-(2-CARBAMOYLETHYL)-L-CYSTEINE
• Synonyms: N-ACETYL-S-(2-CARBAMOYLETHYL)-L-CYSTEINE;N-Acetyl-S-(2-carbamoylethyl)-L-cysteine (unlabelled);N-Acetyl-S-(propionamide)cysteine;N-Acetyl-S-(3-aMino-3-oxopropyl)-L-cysteine;N-Acetyl-S-(carbaMoylethyl)-L-cysteine;N-Acetyl-S-L-cysteine
• CAS NO: 81690-92-8
• Molecular Formula: C8H14N2O4S
• Molecular Weight: 234.27
• Product Categories: Amino Acids & Derivatives;Intermediates & Fine Chemicals;Mutagenesis Research Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 81690-92-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 623.6 °C at 760 mmHg
• Flash Point: 330.9 °C
• Appearance: White solid
• Density: 1.328 g/cm³
• Vapor Pressure: 3.75E-17mmHg at 25°C
• Refractive Index: 1.545
• Storage Temp.: Hygroscopic, Refrigerator, Under inert atmosphere
• Solubility: Aqueous Acid (Slightly), DMSO (Slightly), Methanol (Slightly)
• Stability: Very Hygroscopic
• CAS DataBase Reference: N-ACETYL-S-(2-CARBAMOYLETHYL)-L-CYSTEINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ACETYL-S-(2-CARBAMOYLETHYL)-L-CYSTEINE(81690-92-8)
• EPA Substance Registry System: N-ACETYL-S-(2-CARBAMOYLETHYL)-L-CYSTEINE(81690-92-8)

Safety Data

• Hazardous Substances Data: 81690-92-8(Hazardous Substances Data)

Usage

Description

N-ACETYL-S-(2-CARBAMOYLETHYL)-L-CYSTEINE is a urinary metabolite of Acrylamide (AA), a chemical compound that is formed during the heating of food and is classified as a genotoxic carcinogen. It plays a significant role in understanding the body's response to exposure to Acrylamide.

Uses

Used in Toxicology Research:
N-ACETYL-S-(2-CARBAMOYLETHYL)-L-CYSTEINE is used as a biomarker in toxicology research for monitoring human exposure to Acrylamide. Its presence in urine samples helps in assessing the extent of Acrylamide intake and potential health risks associated with it.
Used in Food Safety Assessment:
In the food industry, N-ACETYL-S-(2-CARBAMOYLETHYL)-L-CYSTEINE is used as an indicator to evaluate the safety of food products that may contain Acrylamide. By measuring its levels, food manufacturers can ensure that their products meet safety standards and minimize the risk of Acrylamide-related health issues for consumers.
Used in Public Health Monitoring:
N-ACETYL-S-(2-CARBAMOYLETHYL)-L-CYSTEINE is utilized as a tool in public health monitoring to track population exposure to Acrylamide and identify potential sources of contamination. This information can be used to develop strategies for reducing Acrylamide levels in food and improving overall public health.

InChI:InChI=1/C8H14N2O4S/c1-5(11)10-6(8(13)14)4-15-3-2-7(9)12/h6H,2-4H2,1H3,(H2,9,12)(H,10,11)(H,13,14)/t6-/m0/s1

Upstream product

• 616-91-1 N-acetylcystein 
• 79-06-1 2-propenamide 

Relevant articles and documents

Quantification of urinary N-acetyl-S-(propionamide)cysteine using an on-line clean-up system coupled with liquid chromatography/tandem mass spectrometry

Acrylamide has been reported to be present in high-temperature processed foods and normal processed food intake could lead to significant acrylamide exposure. Acrylamide in vivo can be conjugated with glutathione in the presence of glutathione transferase. This conjugation product is further metabolized and excreted as N-acetyl-S-(propionamide)cysteine (NASPC) in the urine. NASPC could be considered a biomarker for acrylamide exposure. The objective of this study was to develop a highly specific, rapid and sensitive method to quantify urinary NASPC, serving as a biomarker for acrylamide exposure assessment. Isotope-labeled [13C3]NASPC was successfully synthesized and used as an internal standard. This urine mixture was directly analyzed using a newly developed liquid chromatographic/tandem mass spectrometric method coupled with an on-line clean-up system. The detection limit for this method was estimated as -1(0.4 pmol) on-column. The method was applied to measure the urinary level of NASPC in 70 apparently health subjects. The results showed that the NASPC urinary level was highly associated with smoking. Smokers had a significantly higher urinary NASPC level (135 ± 88 μg g-1 creatinine) than non-smokers (76 ± 30 μg g -1 creatinine). A highly sensitive and selective LC/MS/MS isotope dilution method was successfully established. With an on-line clean-up system, this system is capable of routine high-throughput analysis and accurate quantitation of NASPC in urine. This could be a useful tool for health surveillance for acrylamide exposure in a population for future study. Copyright