Cas no 349553-98-6 ((±)-Mevalonolactone-4,4,5,5-d4)

(±)-Mevalonolactone-4,4,5,5-d4 is a deuterated analog of mevalonolactone, a key intermediate in the mevalonate pathway. The incorporation of four deuterium atoms at the 4,4,5,5 positions enhances its utility in metabolic studies, providing a stable isotopic label for tracking biochemical transformations. This compound is particularly valuable in research involving cholesterol biosynthesis, terpenoid production, and isoprenoid metabolism, where precise tracing of carbon and hydrogen atoms is required. Its high isotopic purity and chemical stability ensure reliable results in NMR, MS, and kinetic isotope effect studies. The deuterated form minimizes metabolic interference while maintaining structural integrity, making it an essential tool for mechanistic investigations in enzymology and pharmacology.
(±)-Mevalonolactone-4,4,5,5-d4 structure
349553-98-6 structure
Product Name:(±)-Mevalonolactone-4,4,5,5-d4
CAS No:349553-98-6
MF:C6H10O3
MW:134.166449069977
CID:304752
PubChem ID:90472157
Update Time:2025-10-25

(±)-Mevalonolactone-4,4,5,5-d4 Chemical and Physical Properties

Names and Identifiers

    • 2H-Pyran-2-one-5,6-d2,tetrahydro-5,6-d2-4-hydroxy-4-methyl- (9CI)
    • 2H-Pyran-2-one-5,6-d2, tetrahydro-5,6-d2-4-hydroxy-4-methyl-
    • DTXSID801186506
    • (+/-)-Mevalonolactone-4,4,5,5-d4
    • DL-MEVALONOLACTONE-4,4,5,5-D4
    • 349553-98-6
    • 5,5,6,6-tetradeuterio-4-hydroxy-4-methyloxan-2-one
    • 4-hydroxy-4-methyl(5,5,6,6-?H?)oxan-2-one
    • (±)-Mevalonolactone-4,4,5,5-d4
    • Inchi: 1S/C6H10O3/c1-6(8)2-3-9-5(7)4-6/h8H,2-4H2,1H3/i2D2,3D2
    • InChI Key: JYVXNLLUYHCIIH-RRVWJQJTSA-N
    • SMILES: O1C(CC(C)(C([2H])([2H])C1([2H])[2H])O)=O

Computed Properties

  • Exact Mass: 134.088
  • Monoisotopic Mass: 134.088
  • Isotope Atom Count: 4
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 132
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 46.5A^2
  • XLogP3: -0.3

Experimental Properties

  • PSA: 46.53000
  • LogP: 0.07440

(±)-Mevalonolactone-4,4,5,5-d4 Pricemore >>

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Additional information on (±)-Mevalonolactone-4,4,5,5-d4

Comprehensive Guide to (±)-Mevalonolactone-4,4,5,5-d4 (CAS No. 349553-98-6): Applications, Research Insights, and Industry Trends

In the realm of isotopic labeling and biochemical research, (±)-Mevalonolactone-4,4,5,5-d4 (CAS No. 349553-98-6) stands as a pivotal deuterated compound. This deuterium-labeled mevalonolactone derivative is extensively utilized in metabolic pathway studies, particularly in the mevalonate pathway, which governs cholesterol biosynthesis and isoprenoid production. Its unique deuterium substitution at positions 4,4,5,5 enhances stability and traceability in mass spectrometry, making it indispensable for isotope tracing experiments and drug metabolism research.

The growing demand for deuterated compounds in pharmaceutical and academic research has propelled interest in (±)-Mevalonolactone-d4. Researchers frequently inquire about its synthesis methods, purity standards, and applications in lipidomics. Recent studies highlight its role in investigating statin drug mechanisms, a hot topic given the global focus on cardiovascular health. Moreover, its compatibility with NMR spectroscopy and LC-MS platforms aligns with the industry's shift toward high-resolution analytical techniques.

From a commercial perspective, 349553-98-6 caters to the expanding stable isotope market, valued for its ability to elucidate biosynthetic pathways without radioactive hazards. Laboratories often search for custom deuterium labeling services or bulk procurement options for this compound, reflecting its utility in large-scale metabolic flux analysis. Notably, its application extends to plant biology research, where terpenoid production—a trending area in natural product development—relies on mevalonate pathway modulation.

Quality parameters for (±)-Mevalonolactone-4,4,5,5-d4 emphasize isotopic enrichment (>98%) and chemical purity (>95%), critical for reproducible results. Storage recommendations typically suggest -20°C under inert atmosphere to preserve deuterium integrity. As the scientific community prioritizes green chemistry, inquiries about eco-friendly synthesis routes for such labeled compounds have surged, paralleling broader sustainability trends in chemical manufacturing.

Emerging applications in cancer metabolism research further elevate the relevance of this compound. The Warburg effect and oncogenic signaling pathways frequently involve mevalonate derivatives, making deuterium-labeled probes like 349553-98-6 vital tools. Concurrently, advancements in bioorthogonal chemistry have sparked interest in combining deuterated compounds with click chemistry tags for multimodal imaging—a technique gaining traction in preclinical drug development.

For researchers navigating isotope effect studies, this compound offers distinct advantages. The strategic deuterium placement minimizes kinetic isotope effects while maximizing detection sensitivity—a balance highly sought after in enzyme kinetics research. Frequently asked questions revolve around its solubility in aqueous buffers and compatibility with cell cultures, underscoring its practical utility in live-cell assays.

In summary, (±)-Mevalonolactone-4,4,5,5-d4 (CAS 349553-98-6) represents a convergence of isotopic labeling technology and metabolic research needs. Its versatility across pharmacology, biochemistry, and materials science ensures sustained demand, while evolving applications in precision medicine and synthetic biology promise future growth. As analytical techniques become more sophisticated, this deuterated lactone will undoubtedly remain a cornerstone compound for decoding complex biological systems.

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