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N-Acetyl-S-(carbamoylethyl)-L-cysteine-[d4]

General Information
Catalog: BLP-013980
CAS: 2714331-84-5
Molecular Formula: C8H10D4N2O4S
Molecular Weight: 238.29
Chemical Structure
N-Acetyl-S-(carbamoylethyl)-L-cysteine-[d4]
Description N-Acetyl-S-(carbamoylethyl)-L-cysteine-[d4] is the labelled analogue of N-Acetyl-S-(carbamoylethyl)-L-cysteine, which is a metabolite of Acrylamide (AA).
Synonyms N-Acetyl-S-(carbamoylethyl)-L-cysteine-d4; N-Acetyl-S-(2-carbamoylethyl-d4)-L-cysteine; N-Acetyl-S-(3-amino-3-oxopropyl)-L-cysteine-d4; AAMA-d4
IUPAC Name (2R)-2-acetamido-3-(3-amino-1,1,2,2-tetradeuterio-3-oxopropyl)sulfanylpropanoic acid
Related CAS 81690-92-8 (unlabelled)
Canonical SMILES CC(=O)NC(CSCCC(=O)N)C(=O)O
InChI InChI=1S/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/i2D2,3D2
InChI Key GGBCHNJZQQEQRX-ILLLFLQQSA-N
Melting Point 113-115°C
Purity 95% by HPLC; 98% atom D
Solubility Soluble in Aqueous Acid (Slightly), DMSO (Slightly), Methanol (Slightly)
Appearance White to Off-white Solid
Storage Store at 2-8°C under inert atmosphere

N-Acetyl-S-(carbamoylethyl)-L-cysteine-[d4], a stable isotope-labeled compound widely utilized in biochemical research, offers a myriad of applications:

Metabolomics: Serving as a crucial internal standard in mass spectrometry-based metabolomics investigations, this compound plays a pivotal role in the precise quantification of metabolites. By rectifying sample preparation variabilities and instrumental biases, it facilitates accurate metabolic profiling. Its isotope-labeled nature enables clear differentiation from endogenous compounds, enhancing the accuracy of metabolite identification.

Toxicology: Delving into the metabolic pathways of xenobiotics and their detoxification processes, researchers rely on N-Acetyl-S-(carbamoylethyl)-L-cysteine-[d4] as a tracking tool. By monitoring and quantifying the metabolic byproducts of toxic substances within biological systems, this compound sheds light on the body’s mechanisms for processing and eliminating harmful compounds. Such insights play a critical role in drug safety evaluations and toxicology assessments.

Pharmacokinetics: In the realm of pharmacokinetic studies, this compound emerges as a valuable asset for tracing drug metabolism and distribution dynamics. As a labeled analog, it enables real-time monitoring of drug absorption, distribution, metabolism, and excretion (ADME) within living organisms. This comprehensive data is indispensable for deciphering drug behavior patterns and optimizing therapeutic dosages for enhanced efficacy.

Enzyme Kinetics: Engage in the intricate world of enzyme kinetics using N-Acetyl-S-(carbamoylethyl)-L-cysteine-[d4] as a labeled substrate. Researchers leverage this compound to explore the activity and specificity of enzymes involved in cysteine metabolism with unparalleled accuracy. By facilitating precise measurements of enzymatic reactions, it aids in unraveling enzyme properties and designing targeted inhibitors for therapeutic interventions.

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