• Gentamicin C1a sulfate, EvoPure packaged and labeled.

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SKU: G032

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Description

Gentamicin C1a sulfate, EvoPure® is ≥95.0% Gentamicin C1a.  Gentamicin C1a is part of the Gentamicin C complex, along with Gentamicin C1 and Gentamicin C2, and together this complex makes up 80% of Gentamicin and has the highest antibacterial activity.  Gentamicin C1a differs from Gentamicin C1 by a methyl group in the 6’ position of the purpurosamine (2-amino-hexose) ring.  The antimicrobial activity of the Gentamicin 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

    37713-04-5; 26098-04-4 (free base)

    Molecular Formula

    C19H39N5O· xH2SO4 (lot specific)

    Molecular Weight

    449.54 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

    HIV gene expression is dependent on binding of the viral Tat protein to the transactivation RNA response element. A number of synthetic Tat‐transactivation responsive element interaction inhibitors were described as potential antiviral drug prototypes. Researchers modified commercial Gentamicin C, specifically the purified Gentamicin C1a isomer, by attaching arginine moieties. The result was R4GC1a, a new class of peptidomimetric inhibitors. The cytotoxicity of the compound was studied in LAN 1 (human neuroblastoma), MPC11 (murine plasmacytoma) and MT4 (human T‐lymphocytes) cell cultures. There was no cell growth inhibition in culture using up to 1 mM concentration. (Litovchick et al, 1999).

    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: 1.1µg/mL
    • Staphylococcus aureus ATCC 6538P 0.06 µg/mL

Specifications

    Form

    Powder

    Appearance

    White powder

    Source

    Micromonospora

    pH

    3.5-5.5

Technical Data

Spectral Data - Gentamicin C1a 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

    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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