• β-apo-oxytetracycline, EvoPure packaged and labeled.

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SKU: O042

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Description

β-Apo-oxytetracycline, EvoPure® (oxytetracycline-related compound E) is an oxytetracycline metabolite and impurity found in commercial oxytetracycline.  It is formed via acid hydrolysis of oxytetracycline.  Unlike other oxytetracycline metabolites, β-apo-oxytetracycline formation does not appear to be influenced by pH; however, it does form more rapidly with increasing temperature.   β-Apo-oxytetracycline can be used as a QC standard during stability studies of oxytetracycline.  It can be also be used to study the degradation pathway and products of tetracyclines.  β-Apo-oxytetracycline, EvoPure® is very slightly soluble in water.

 We also offer:

  • 4-Epi-oxytetracycline, EvoPure® (oxytetracycline-related compound A)(O008)
  • α-Apo-oxytetracycline, EvoPure® (oxytetracycline-related compound D)(O009)

    CAS Number

    18751-99-0

    Molecular Formula

    C22H22N2O8

    Molecular Weight

    442.42

    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.

    Storage Conditions

    -20°C

    Tariff Code

    2941.30.0000

    Spectrum

    broad-spectrum, including Gram-negative and Gram-positive bacteria.

Applications

    Application

    β-Apo-oxytetracycline, EvoPure® is frequently used as a secondary standard.

    Microbiology Applications

    The fate of tetracyclines and their degradation products were studied under pH, chelation, and photodegradation. Studied whether they were potent to environmentally relevant sludge and soil bacteria. Tetracyclines photodecompose easily because they undergo direct photolysis and are converted to several products.

    MIC50 was 32 mg/L for tetracycline-sensitive strains of Pseudomonas, and > 32 mg/L for tetracycline-sensitive strains of Agrobacterium, Bacillus, E. coli. and  Moraxella (Halling-Sorenson et al, 2002).

Specifications

    Form

    Powder

    Appearance

    Yellow

    Source

    Semi-synthetic

    Melting Point

    >160°C

Technical Data

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

References

    References

    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. (2002) 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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