• 4-epi-oxytetracycline, EvoPure packaged and labeled.

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SKU: O008

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Description

4-Epi-oxytetracycline, EvoPure® (oxytetracycline-related compound A) is an oxytetracycline metabolite and impurity found in commercial oxytetracycline.  It can be used as a QC standard during stability studies of oxytetracycline and can be used to study the degradation pathway and products of tetracyclines.  4 -Apo-oxytetracycline, EvoPure® is

 We also offer:

  • α -Epi-oxytetracycline, EvoPure® (oxytetracycline-related compound A)(O009)
  • β -Apo-oxytetracycline, EvoPure® (oxytetracycline-related compound E)(O010)

    CAS Number

    14206-58-7

    Molecular Formula

    C22H24N2O9

    Molecular Weight

    460.43

    Mechanism of Action

    Oxytetracycline causes inhibition of protein synthesis. It binds to the 30S ribosomal subunit and prevents the amino-acyl tRNA from binding to the A site of the ribosome.

    In an acellular model systems of protein synthesis using ribosomes from tetracycline sensitive and resistant strains of E. coli in the synthesis of polyphenylalanine,  oxytetracycline showed inhibitory activity along with minocycline.  4-Epi-oxytetracycline and beta-apo-oxytetracycline had competing properties with respect to oxytetracycline at the stage of penetration through the cell membrane but did not, however, suppress the synthesis of polyphenylalanine.   

    Storage Conditions

    -20 °C

    Tariff Code

    2941.30.0000

    Spectrum

    4-epi-oxytetracycline has only 5% of the potency against Staphylococcus aureus and E. coli compared to oxytetracycline. 4-epi-oxytetracycline can also be used to prepare S. aureus and E. coli selective media.

Applications

    Application

    4-Epi-oxytetracycline can be used as a secondary reference standard.

    Microbiology Applications

    4-epi-oxytetracycline has only 5% of the potency against Staphylococcus aureus and E. coli in comparing with oxytetracycline. 4-epi-oxytetracycline can also be used to prepare S. aureus and E. coli selective media.

Specifications

    Form

    Powder

    Source

    Synthetic

Technical Data

HPLC, NMR, FTIR, and MS analysis may be available. For more info, please email [email protected].

References

    References

    Beliavskaia et al. (1976)  Study of the mechanism of action of minocycline and of certain other tetracycline group compounds. Antibiotiki, 21(3): 242 - 245

    Halling-Sorensen B, Sengelov G and Tjornelund J (2002)  Toxicity of tetracyclines and tetracycline degradation products to environmentally relevant bacteria, including selected tetracycline-resistant bacteria. Arch. Environ. Contam. Toxicol. 42(3):263-271  PMID  11910453

    Lykkeberg AK, Halling-Sørensen B, Cornett C, Tjørnelund J and Honoré HS (2004)   Quantitative analysis of Oxytetracycline and its impurities by LC-MS-MS. J. Pharm. Biomed. Anal. 34(2):325-332  PMID 15013146

    Richeng X et al (2010)  Hydrolysis and photolysis of Oxytetracycline in aqueous solution. J. Environ. Sci. and Health 45:73-81  PMID 20390934

     

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