• Gentamicin C2 sulfate, EvoPure packaged and labeled.

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SKU: G033

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Description

Gentamicin C2 sulfate, EvoPure® is ≥95.0% pure Gentamicin C2 and can be used to study the Gentamicin biosynthetic pathway.  Gentamicin C2 is part of the Gentamicin C complex, along with Gentamicin C1 and Gentamicin C1a, and together this complex makes up 80% of the compound and has the highest antibacterial activity.  Gentamicin C2 and C2a are stereoisomers.  The higher antimicrobial activity of the complex is thought to arise from the lack of hydroxy groups on the 3’ and 4’ positions of the purpurosamine (2-amino-hexose) fragments.

For more Gentamicin products, click here.

    CAS Number

    25876-11-3 (free base)

    Molecular Formula

    C20H41N5O· xH2SO(lot specific)

    Molecular Weight

    463.57 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

    LLC-PK1 porcine proximal tubule cells were exposed to various congeners or native Gentamicin from TOKU-E 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.

      Representative MIC values include:

    • Bacillis subtilis ATCC 6633: 0.02 µg/mL
    • Escherichia coli ATCC 10536: 1.0µg/mL
    • Staphylococcus aureus ATCC 6538P 0.06 µg/mL

Specifications

    Form

    Powder

    Appearance

    White or off-white powder

    Source

    Micromonospora spp.

    pH

    3.5-5.5 (4% in H2O)

Technical Data

Spectral Data - Gentamicin C2 sulfate, EvoPure®


HNMR Spectra


      

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Solvent: D2O
Instrument: Varian 300
Frequency: 300 MHz

 

FTIR Spectra

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References

    References

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

    Huang C et al (2015) Delineating the biosynthesis of gentamicin X2, the common precursor of the gentamicin C antibiotic complex. Chem. Biol. 22(2):251-261 PMID 25641167

    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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