• Gentamicin X2 sulfate, EvoPure packaged and labeled.

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SKU: G036

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Description

Gentamicin X2 sulfate, EvoPure® is ≥98.0% pure Gentamicin X2 sulfate.  Gentamicin X2 sulfate can be used to study the Gentamicin biosynthetic pathway.  This compound is considered a minor component of Gentamicin, which account for 20% of Gentamicin. Minor components contain hydroxy groups in the 3’ and 4’ positions of the purpurosamine (2-amino-hexose) ring, whereas major components do not.  

For more Gentamicin products, click here.

    CAS Number

    36889-17-5

    Molecular Formula

    C19H38N4O10 · xH2SO4 (lot specific)

    Molecular Weight

    482.52 g/mol (Free base)

    Mechanism of Action

    Aminoglycosides target the 30S ribosomal subunit resulting in an inability to read mRNA ultimately producing a faulty or nonexistent protein.

    Storage Conditions

    -20°C

    Tariff Code

    2941.90.1010

    Spectrum

    Gentamicin is a broad-spectrum antibiotic targeting a wide variety of Gram-positive and Gram-negative bacteria. It is effective against several strains of Mycoplasma.

Applications

    Eukaryotic Cell Culture Applications

    A safer, less nephrotoxic Gentamicin via the use of a single component, or using a single component for semisynthesis of a novel derivative, is an attractive idea. Scientists used TOKU-E’s Gentamicin A and Gentamycin X2 to assemble a set of enzymes to separate single Gentamicin C components into pure fractions.  LLC-PK1 porcine proximal tubule cells were exposed to various congeners or native Gentamicin at a concentration of 1 mg/ml. The C2 component of Gentamicin had minimal cytotoxicity and actually reduced the toxicity of the other Gentamicin components when present in the native mixture. This non-nephrotoxic C2 congener was found to be just as potent against Gram-positive and multidrug-resistant Gram-negative bacteria as native Gentamicin or any of the individual components. (Huang et al, 2015).

    Microbiology Applications

    Gentamicin EvoPure® compounds can be used to study effects of individual Gentamicin components on various bacterial strains.

    Aminoglycosides are a widespread and versatile group of bioactive natural products.  Most studies on the mechanisms of Gentamicin toxicity have used the commercial mixture, despite evidence that an individual component of the Gentamicin mixture may have lower toxicity.   By defining the enzymes involved in the biosynthetic pathway, you could deliver single components.  Gentamicin X2 from TOKU-E, a known substrate for C-methylation from G418 catalyzed by the enzyme GenK, may undergo oxidation from an aldehyde, catalyzed by the enzyme GenQ. (Guo et al, 2014). 

Specifications

    Appearance

    White powder

    Source

    Micromonospora spp.

    pH

    6.0-7.0

Technical Data

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

References

    References

    Davis, BD (1987) Mechanism of Bactericidal Action of Aminoglycosides. Microbiol. Rev. 51(3): 341-350 PMID 3312985

    Guo J et al (2014) Specificity and promiscuity at the branch point in gentamicin biosynthesis. Chem. Biol. 21(5):608-618. PMID 24746560

    Stypulkowska K, Blazewicz A, Fijalek Z, Sarna K (2010) Determination of gentamicin sulphate composition and related substances in pharmaceutical preparations by LC with charged aerosol detection. Chromatograph. 72(11-12):1225-1229 PMID 21212825

    Vydrin, AF (2003) Component composition of gentamicin sulfate preparations. Pharma. Chem. J 37(8): 448-449

    Weinstein, MJ, Wagman GH, Oden EM and Marquez JA (1967) Biological activity of the antibiotic components of the gentamicin complex. J. Bacteriol. 94(3):789-790 PMID 4962848

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