N-Acetyl-L-aspartic acid-2,3,3-d3

• CAS: 89829-69-6
• Catalog Number: ACM89829696
• Category: Main Products
• Molecular Weight: 178.16
• Molecular Formula: C6H6D3NO5
• Synonyms: N-Acetyl-DL-aspartic-2,3,3-d3 Acid
• Melting Point: 138 - 140 °C
• Appearance: Solid

Case Study

N-Acetyl-L-aspartic Acid-2,3,3-d3 as Isotopic Internal Standard for GC-MS Quantification of Brain N-Acetylaspartate

Krauspe, Barbara Maria, et al. Journal of Molecular Neuroscience 55.3 (2015): 733-748.

N-Acetyl-L-aspartic acid-2,3,3-d3 acts as a stable deuterated isotopic internal standard for accurate gas chromatography-mass spectrometry (GC-MS) quantification of N-acetylaspartate (NAA) in mouse brain tissue, supporting metabolic analysis in the cuprizone-induced demyelination model.
Assay Protocol: 100 μL of 0.1 mM N-Acetyl-L-aspartic acid-2,3,3-d3 was added as an internal standard to brain homogenate samples before liquid-liquid extraction. Samples were derivatized with 3 M butanolic HCl at 70℃ for 30 min, then analyzed by GC-MS in selected ion-monitoring mode (m/z 186 for endogenous NAA, m/z 189 for the deuterated standard).
Performance Evaluation: This isotopic standard exhibits identical extraction, derivatization and chromatographic behavior to native NAA, effectively correcting for matrix effects and procedural losses during sample preparation. It enables precise quantification of brain NAA levels, confirming that short-term cuprizone feeding does not elevate brain NAA content despite reduced aspartoacylase activity. The standard validates the reliability of NAA as a spectroscopic marker for neurodegeneration assessment in multiple sclerosis research.

N-Acetyl-L-aspartic Acid-2,3,3-d3 as Stable Isotopic Internal Standard for LC-MS Brain Metabolomics

Wang, Xin, et al. Analytical chemistry 91.13 (2019): 8667-8675.

N-Acetyl-L-aspartic acid-2,3,3-d3 serves as a stable deuterated internal standard for accurate LC-MS quantification of endogenous N-acetylaspartate (NAA) in human brain microphysiological systems (MPS), enabling reliable metabolomic analysis in a multi-organ human-on-a-chip model treated with tolcapone.
Assay Protocol: 50 μM N-Acetyl-L-aspartic acid-2,3,3-d3 was spiked into brain MPS medium prior to methanol extraction. After extraction, drying and reconstitution, samples were analyzed by LC-QTOF-MS in positive and negative ionization modes. Metabolomic data were normalized to the internal standard, followed by PCA and statistical comparison between control and tolcapone-dosed groups.
Performance Evaluation: This isotopic standard matches the chromatographic and ionization behavior of native NAA, effectively correcting matrix effects and procedural losses. It enabled precise quantification showing a 1.63-fold decrease in brain NAA levels under tolcapone exposure, supporting the identification of 18 key metabolic biomarkers and revealing perturbed aspartate metabolism. The standard validates the human-on-a-chip platform for assessing drug-induced cerebral metabolic changes and neurotoxicity.

Custom Q&A

What is the molecular formula of N-Acetyl-L-aspartic acid-2,3,3-d3?

The molecular formula is C6H9NO5.

What are the synonyms for N-Acetyl-L-aspartic acid-2,3,3-d3?

The synonyms are 89829-69-6, 2-Acetamido-2,3,3-trideuteriobutanedioic acid, N-Acetyl-DL-aspartic acid-2,3,3-d3, N-Acetyl-D,L-Aspartic Acid 2,3,3-D3, and N-Acetyl-DL-aspartic-2,3,3-d3 Acid.

What is the molecular weight of N-Acetyl-L-aspartic acid-2,3,3-d3?

The molecular weight is 178.16 g/mol.

What is the IUPAC name of N-Acetyl-L-aspartic acid-2,3,3-d3?

The IUPAC name is 2-acetamido-2,3,3-trideuteriobutanedioic acid.

What is the InChI of N-Acetyl-L-aspartic acid-2,3,3-d3?

The InChI is InChI=1S/C6H9NO5/c1-3(8)7-4(6(11)12)2-5(9)10/h4H,2H2,1H3,(H,7,8)(H,9,10)(H,11,12)/i2D2,4D.

What is the InChIKey of N-Acetyl-L-aspartic acid-2,3,3-d3?

The InChIKey is OTCCIMWXFLJLIA-OVLJBECYSA-N.

What is the Canonical SMILES of N-Acetyl-L-aspartic acid-2,3,3-d3?

The Canonical SMILES is CC(=O)NC(CC(=O)O)C(=O)O.

How many hydrogen bond donor counts are there in N-Acetyl-L-aspartic acid-2,3,3-d3?

There are 3 hydrogen bond donor counts.

How many hydrogen bond acceptor counts are there in N-Acetyl-L-aspartic acid-2,3,3-d3?

There are 5 hydrogen bond acceptor counts.

What is the topological polar surface area of N-Acetyl-L-aspartic acid-2,3,3-d3?

The topological polar surface area is 104Ų.