• 1. Fast-Track to Research Data Management in Experimental Material Science-Setting the Ground for Research Group Level Materials Digitalization.
  LarsBanko,AlfredLudwig
• 2. Fast-pulsing NMR techniques for the detection of weak interactions: successful natural abundance probe of hydrogen bonds in peptides?
  Amandine Altmayer-Henzien,Valérie Declerck,David J. Aitken,Ewen Lescop,Denis Merlet,Jonathan Farjon Org. Biomol. Chem., 2013,11, 7611-7615
• 3. Embedding cyclic nitrone in mesoporous silica particles for EPR spin trapping of superoxide and other radicals?
  Eric Besson,Stéphane Gastaldi,Emily Bloch,Selma Aslan,Hakim Karoui,Olivier Ouari,Micael Hardy Analyst, 2019,144, 4194-4203
• 4. Evidence of CO2 molecule acting as an electron acceptor on a nanoporous metal–organic-framework MIL-53 or Cr3+(OH)(O2C–C6H4–CO2)?
  Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. Llewellyn Chem. Commun., 2007, 3291-3293
• 5. Evidence that the availability of an allylic hydrogen governs the regioselectivity of the Wacker oxidation
  Matthew J. Gaunt,Jinquan Yu,Jonathan B. Spencer Chem. Commun., 2001, 1844-1845

• Solvents and Organic Chemicals Organic Compounds Phenylpropanoids and polyketides Tetracyclines Tetracyclines
• Solvents and Organic Chemicals Organic Compounds Phenylpropanoids and polyketides Tetracyclines

Comprehensive Analysis of 4-epi-Oxytetracycline (CAS No. 14206-58-7): Properties, Applications, and Research Insights

4-epi-Oxytetracycline (CAS No. 14206-58-7) is a structurally modified derivative of the well-known antibiotic oxytetracycline, belonging to the tetracycline class. This compound has garnered significant attention in pharmaceutical and microbiological research due to its unique stereochemical configuration and potential biological activities. The epimerization at the C-4 position distinguishes it from its parent compound, influencing its pharmacokinetics and antimicrobial spectrum. Researchers and industry professionals often search for terms like "4-epi-Oxytetracycline synthesis", "mechanism of action", and "bacterial resistance implications", reflecting the growing interest in its therapeutic and agricultural applications.

The chemical structure of 4-epi-Oxytetracycline features a tetracyclic naphthacene core with hydroxyl, carbonyl, and dimethylamino functional groups. Its molecular formula is C₂₂H₂₄N₂O₉, and it exhibits a molecular weight of 460.44 g/mol. Unlike conventional oxytetracycline, the C-4 epimer displays altered binding affinity to bacterial ribosomes, a topic frequently explored in studies on antibiotic efficacy and drug design. Recent trends in scientific literature highlight queries such as "4-epi-Oxytetracycline vs. oxytetracycline stability" and "metabolic pathways in livestock", underscoring its relevance in veterinary medicine and food safety.

In biomedical research, 4-epi-Oxytetracycline serves as a valuable tool for investigating tetracycline resistance mechanisms, particularly in Gram-positive and Gram-negative bacteria. Studies have shown that its epimerized form may exhibit reduced antibacterial potency compared to the parent compound, yet it remains crucial for understanding efflux pumps and ribosomal protection proteins. Public health discussions often link such findings to broader concerns like "antimicrobial stewardship" and "alternatives to traditional antibiotics", aligning with global efforts to combat antibiotic resistance.

Beyond human medicine, 4-epi-Oxytetracycline is studied in agricultural biotechnology, where its role in animal feed additives and crop protection is debated. Environmental scientists examine its degradation products and ecotoxicological impact, addressing queries like "soil persistence of tetracycline derivatives". Regulatory agencies emphasize the need for residue monitoring in food products, making analytical methods such as HPLC-MS and LC-UV critical for compliance with safety standards.

The synthesis of 4-epi-Oxytetracycline typically involves stereoselective modification of oxytetracycline under controlled conditions. Recent advancements in green chemistry have spurred interest in enzymatic epimerization, reducing reliance on harsh reagents. Patent databases reveal innovations in purification techniques, responding to industry demands for high-purity derivatives. These developments resonate with search trends like "sustainable antibiotic production" and "cost-effective fermentation processes".

Quality control of 4-epi-Oxytetracycline requires stringent spectroscopic validation, including NMR and IR spectroscopy, to confirm its stereochemical integrity. Pharmacopeial standards, such as those from the USP or EP, provide benchmarks for impurity profiling, a topic frequently searched alongside "regulatory guidelines for antibiotic impurities". Analytical challenges, such as isomer separation, are addressed in peer-reviewed journals, reflecting the compound's complexity.

Emerging applications of 4-epi-Oxytetracycline include its use as a molecular probe in genetic engineering and protein expression systems. Biotechnology forums often discuss its utility in tetracycline-inducible gene switches, linking to popular queries like "tightly regulated gene circuits". Such interdisciplinary relevance highlights its versatility beyond traditional antimicrobial roles.

In conclusion, 4-epi-Oxytetracycline (CAS No. 14206-58-7) represents a multifaceted compound with significant implications across pharmaceuticals, agriculture, and environmental science. Its study addresses critical gaps in antibiotic research while aligning with contemporary themes like "One Health" and "sustainable drug development". As scientific inquiry evolves, this epimer continues to inspire innovation in both theoretical and applied contexts.

• 4769-39-5( )
• 914-00-1(Methacycline)
• 305833-60-7(Tetracycline Hydrate)
• 751-97-3(Rolitetracycline)
• 987-02-0(Demecycline)
• 95940-02-6(7-Didemethyl Minocycline Dihydrochloride)
• 6542-44-5(1,11(4H,5H)-Naphthacenedione,2-acetyl-4-(dimethylamino)-4a,5a,6,12a-tetrahydro-3,6,10,12,12a-pentahydroxy-6-methyl-,(4S,4aS,5aS,6S,12aS)-)
• 6543-77-7(4-Epi Doxycycline (>70%))
• 3219-99-6(6-Epi Doxycycline, >90%)
• 5679-00-5(7-Didemethyl Minocycline)