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

Chemical Properties

White Solid

Uses

N-Acetyl-S-(carbamoylethyl)-L-cysteine is the urinary metabolite of Acrylamide (AA). Acrylamide is formed during the heating of food and is classified as a genotoxic carcinogen.

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