Cas no 1161070-49-0 (Trimethylamine N-oxide-d)

Trimethylamine N-oxide-d (TMAO-d) is a deuterated analog of trimethylamine N-oxide (TMAO), where hydrogen atoms are replaced with deuterium. This isotopically labeled compound is widely used in NMR spectroscopy and mass spectrometry studies due to its enhanced signal resolution and reduced interference from protonated species. TMAO-d serves as a valuable internal standard or tracer in metabolic research, particularly in studies involving osmoregulation, protein stabilization, and gut microbiota-host interactions. Its high isotopic purity and chemical stability ensure reliable performance in quantitative analyses. The compound is also employed in mechanistic investigations of enzymatic processes and environmental studies, offering precise tracking of molecular pathways.
Trimethylamine N-oxide-d structure
Trimethylamine N-oxide-d structure
Product Name:Trimethylamine N-oxide-d
CAS No:1161070-49-0
MF:C3H9NO
MW:84.1651160717011
MDL:MFCD28366593
CID:1063224
PubChem ID:71752814
Update Time:2025-06-23

Trimethylamine N-oxide-d Chemical and Physical Properties

Names and Identifiers

    • Trimethylamine-d9 N-Oxide
    • 1,1,1-trideuterio-N,N-bis(trideuteriomethyl)methanamine oxide
    • Trimethylamine-d9 N-
    • Trimethylamine N-oxide-d
    • HY-116084S
    • DTXSID90858537
    • Trimethyl-d9-amine N-Oxide
    • N,N-Bis[(~2~H_3_)methyl](~2~H_3_)methanamine N-oxide
    • 1161070-49-0
    • Trimethylamine-d9 N-Oxide, 98 atom % D, 98% (CP)
    • N,N-Di(methyl-d3)methan-d3-amine N-Oxide
    • F91408
    • Trimethylamine N-oxide-d9
    • CS-0129178
    • MDL: MFCD28366593
    • Inchi: 1S/C3H9NO/c1-4(2,3)5/h1-3H3/i1D3,2D3,3D3
    • InChI Key: UYPYRKYUKCHHIB-GQALSZNTSA-N
    • SMILES: [O-][N+](C([2H])([2H])[2H])(C([2H])([2H])[2H])C([2H])([2H])[2H]

Computed Properties

  • Exact Mass: 84.124904624g/mol
  • Monoisotopic Mass: 84.124904624g/mol
  • Isotope Atom Count: 9
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 5
  • Rotatable Bond Count: 0
  • Complexity: 28.4
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.3
  • Topological Polar Surface Area: 18.1?2

Experimental Properties

  • Melting Point: 236-238oC
  • Solubility: Methanol (Slightly), Water (Slightly)

Trimethylamine N-oxide-d Security Information

Trimethylamine N-oxide-d Pricemore >>

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Additional information on Trimethylamine N-oxide-d

Introduction to Trimethylamine N-oxide-d (CAS No. 1161070-49-0)

Trimethylamine N-oxide-d, with the chemical formula (CH?)?NO, is a deuterated derivative of trimethylamine N-oxide (TMAO), a compound of significant interest in the fields of chemistry, biochemistry, and pharmaceutical research. The inclusion of deuterium atoms (denoted by the suffix "-d") modifies the physical and chemical properties of the molecule, making it particularly valuable for studies involving isotope labeling and metabolic tracing. This introduction provides a comprehensive overview of Trimethylamine N-oxide-d, its applications, and its relevance in contemporary scientific research.

The molecular structure of Trimethylamine N-oxide-d consists of a trimethylamine core with an oxygen atom attached to one of the nitrogen atoms, forming an N-oxy functional group. The substitution of hydrogen atoms with deuterium in this compound enhances its stability under various analytical conditions, making it an ideal candidate for high-resolution spectroscopic techniques such as nuclear magnetic resonance (NMR) spectroscopy. This property is particularly advantageous in structural biology and drug metabolism studies, where precise molecular identification is crucial.

Trimethylamine N-oxide-d is primarily utilized as an internal standard or reference compound in analytical chemistry. Its deuterated form allows researchers to distinguish between naturally occurring TMAO and synthetic analogs, thereby improving the accuracy of quantitative analyses. In recent years, advancements in mass spectrometry have further highlighted the utility of Trimethylamine N-oxide-d in metabolomics research, enabling the detection and quantification of TMAO derivatives in biological samples with high sensitivity.

One of the most compelling applications of Trimethylamine N-oxide-d is in the study of gut microbiota metabolism. TMAO is a metabolite produced by certain gut bacteria from dietary precursors such as choline and carnitine. Elevated levels of TMAO have been associated with various cardiovascular diseases, inflammatory conditions, and metabolic syndromes. By employing Trimethylamine N-oxide-d as a labeled probe, researchers can track the biosynthesis and degradation pathways of TMAO within the human microbiome. This has led to significant insights into how gut health influences systemic physiological processes.

Recent studies have also explored the role of Trimethylamine N-oxide-d in drug development and pharmacokinetics. The deuterated version of TMAO exhibits altered pharmacokinetic profiles compared to its non-deuterated counterpart, which can influence drug absorption, distribution, metabolism, and excretion (ADME). This information is critical for optimizing drug formulations and predicting potential side effects. For instance, deuterated compounds often exhibit reduced metabolic clearance rates, potentially leading to longer half-lives and improved therapeutic efficacy.

The synthesis of Trimethylamine N-oxide-d presents unique challenges due to the need for precise isotopic labeling. Industrial-scale production typically involves catalytic hydrogenation or isotopic exchange reactions under controlled conditions to ensure high deuteration efficiency. Advances in synthetic methodologies have enabled the production of high-purity Trimethylamine N-oxide-d, meeting the stringent requirements of modern biochemical research.

In conclusion, Trimethylamine N-oxide-d (CAS No. 1161070-49-0) is a versatile compound with far-reaching implications in scientific research. Its applications span from analytical chemistry to microbiology and drug development, underscoring its importance as a tool for advancing our understanding of biological systems. As research continues to uncover new insights into TMAO metabolism and its health implications, Trimethylamine N-oxide-d will undoubtedly remain a cornerstone compound in interdisciplinary studies.

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