Cas no 98206-80-5 (N-Tetradecanoyl-DL-Homoserine Lactone)

N-Tetradecanoyl-DL-Homoserine Lactone (C14-HSL) is a synthetic acyl homoserine lactone (AHL) derivative used primarily in quorum sensing research. Its 14-carbon acyl chain enables studies of bacterial communication mechanisms, particularly in Gram-negative bacteria. The compound serves as a signaling molecule, facilitating investigations into biofilm formation, virulence regulation, and microbial population dynamics. Its stability and well-characterized structure make it suitable for controlled experiments in microbiology and synthetic biology. The DL-racemic mixture allows broad compatibility with diverse bacterial systems. Researchers value this compound for its consistent performance in both in vitro and in vivo studies, contributing to advancements in understanding bacterial behavior and potential anti-infective strategies.
N-Tetradecanoyl-DL-Homoserine Lactone structure
98206-80-5 structure
Product Name:N-Tetradecanoyl-DL-Homoserine Lactone
CAS No:98206-80-5
MF:C18H33NO3
MW:311.459525823593
MDL:MFCD01862913
CID:801673
PubChem ID:57646860
Update Time:2025-09-28

N-Tetradecanoyl-DL-Homoserine Lactone Chemical and Physical Properties

Names and Identifiers

    • Tetradecanamide,N-(tetrahydro-2-oxo-3-furanyl)-
    • N-(2-oxooxolan-3-yl)tetradecanamide
    • N-MYRISTOYL-DL-HOMOSERINE LACTONE
    • N-TETRADECANOYL-DL-HOMOSERINE LACTONE
    • 98206-80-5
    • C14-homoserine lactone
    • Homoserine lactone, N-tetradecanoyl-
    • N-(2-Oxotetrahydrofuran-3-yl)tetradecanamide
    • DTXSID00404029
    • CHEBI:181696
    • N-Tetradecanoyl-DL-homoserine lactone, >=97.0% (HPLC)
    • MFCD01862913
    • ACF65EBA-3613-47D0-85B1-F1A6A4A8889C
    • ZQAYHOXXVBVXPZ-UHFFFAOYSA-N
    • SCHEMBL15904708
    • Tetradecanamide, N-(tetrahydro-2-oxo-3-furanyl)-
    • DA-56327
    • N-Tetradecanoyl-DL-Homoserine Lactone
    • MDL: MFCD01862913
    • Inchi: 1S/C18H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)19-16-14-15-22-18(16)21/h16H,2-15H2,1H3,(H,19,20)
    • InChI Key: ZQAYHOXXVBVXPZ-UHFFFAOYSA-N
    • SMILES: O1C(C(CC1)NC(CCCCCCCCCCCCC)=O)=O

Computed Properties

  • Exact Mass: 311.24604391g/mol
  • Monoisotopic Mass: 311.24604391g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 13
  • Complexity: 318
  • 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
  • Surface Charge: 0
  • Tautomer Count: 4
  • XLogP3: 5.9
  • Topological Polar Surface Area: 55.4?2

N-Tetradecanoyl-DL-Homoserine Lactone Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • FLUKA BRAND F CODES:3-10
  • Storage Condition:2-8°C

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N-Tetradecanoyl-DL-Homoserine Lactone Suppliers

Amadis Chemical Company Limited
Gold Member
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(CAS:98206-80-5)N-Tetradecanoyl-DL-Homoserine Lactone
Order Number:A1195613
Stock Status:in Stock
Quantity:25mg/10mg/5mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 02:28
Price ($):793.0/441.0/275.0

Additional information on N-Tetradecanoyl-DL-Homoserine Lactone

N-Tetradecanoyl-DL-Homoserine Lactone (CAS No. 98206-80-5): A Comprehensive Overview in Modern Chemical Biology

N-Tetradecanoyl-DL-Homoserine Lactone, identified by its CAS number 98206-80-5, is a compound of significant interest in the field of chemical biology and pharmaceutical research. This molecule, characterized by its tetradecanoyl and homoserine lactone functional groups, has garnered attention for its potential applications in drug development, signaling pathways, and biomimetic systems. The structure of this compound, featuring a long hydrocarbon chain linked to a lactone ring derived from homoserine, positions it as a candidate for investigating interactions at both cellular and molecular levels.

The study of N-Tetradecanoyl-DL-Homoserine Lactone has been advanced by recent breakthroughs in understanding the role of lipid-derived signaling molecules in biological processes. Research indicates that compounds with similar structural motifs can modulate cell signaling cascades, making them valuable tools for exploring therapeutic targets. The presence of the tetradecanoyl side chain suggests potential interactions with membrane-bound receptors or intracellular enzymes, which could be exploited for pharmacological purposes.

In recent years, the compound has been explored in the context of mimicking natural bioactive lipids. For instance, studies have demonstrated that analogous molecules can interfere with pathogenic interactions by binding to specific protein targets. This has opened up avenues for developing novel antimicrobial agents and anti-inflammatory drugs. The lactone ring in N-Tetradecanoyl-DL-Homoserine Lactone is particularly noteworthy, as it can undergo hydrolysis to release free fatty acids or remain intact to engage in different biochemical pathways.

The synthesis and characterization of N-Tetradecanoyl-DL-Homoserine Lactone have been refined through advances in organic chemistry techniques. Modern synthetic methodologies allow for precise control over the stereochemistry and purity of the compound, ensuring reliable experimental outcomes. Techniques such as solid-phase synthesis and chiral resolution have enabled researchers to produce enantiomerically pure forms of this lactone, which is crucial for studying its biological activity without confounding effects from isomers.

One of the most compelling aspects of N-Tetradecanoyl-DL-Homoserine Lactone is its potential role in modulating immune responses. Preliminary data suggest that this compound can influence the activity of immune cells by interacting with lipid-sensing receptors. Such interactions could be leveraged to develop immunomodulatory therapies for conditions like autoimmune diseases or chronic inflammation. The long hydrocarbon chain may also contribute to its ability to penetrate cellular membranes, enhancing its bioavailability and efficacy.

The compound has also been investigated for its potential applications in regenerative medicine. Studies indicate that certain lipid-derived molecules can promote cell proliferation and differentiation, making them promising candidates for tissue engineering. N-Tetradecanoyl-DL-Homoserine Lactone, with its unique structural features, may serve as a scaffold for designing molecules that stimulate repair mechanisms within damaged tissues.

From a computational chemistry perspective, the molecular dynamics of N-Tetradecanoyl-DL-Homoserine Lactone have been modeled to predict its behavior in biological systems. These simulations help in understanding how the compound interacts with proteins and other biomolecules at an atomic level. Such insights are critical for designing derivatives with enhanced potency or selectivity for specific therapeutic targets.

The future direction of research on N-Tetradecanoyl-DL-Homoserine Lactone includes exploring its role in neurobiology. Emerging evidence suggests that lipid mediators are involved in neural communication and development. The compound’s ability to cross the blood-brain barrier makes it an attractive candidate for investigating neurological disorders. Potential applications range from neuroprotective agents to modulators of synaptic plasticity.

In conclusion, N-Tetradecanoyl-DL-Homoserine Lactone (CAS No. 98206-80-5) represents a fascinating area of study within chemical biology. Its unique structure and demonstrated biological activities position it as a versatile tool for drug discovery and therapeutic development. As research continues to uncover new insights into its mechanisms of action, this compound is likely to play an increasingly important role in addressing complex biological challenges.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:98206-80-5)N-Tetradecanoyl-DL-Homoserine Lactone
A1195613
Purity:99%/99%/99%
Quantity:25mg/10mg/5mg
Price ($):793.0/441.0/275.0
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