Tobramycin, 97%
Tobramycin, 97%
Tobramycin, 97%
Thermo Scientific Chemicals

Tobramycin, 97%

Tobramycin, CAS# 32986-56-4, is an aminoglycoside antibiotic isolated from Streptomyces tenebrarius with a wide range of bacteriostatic activity, mainly against gram-negative bacteria.
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Catalog NumberQuantity
45543025025 g
4554300101 g
4554300505 g
Catalog number 455430250
Price (EUR)
497,00
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Quantity:
25 g
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Price (EUR)
497,00
Each
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Chemical Identifiers
CAS32986-56-4
IUPAC Name(2S,3R,4S,5S,6R)-4-amino-2-{[(1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2R,3R,5S,6R)-3-amino-6-(aminomethyl)-5-hydroxyoxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-6-(hydroxymethyl)oxane-3,5-diol
Molecular FormulaC18H37N5O9
InChI KeyNLVFBUXFDBBNBW-PBSUHMDJSA-N
SMILESNC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](N)C[C@@H]1O
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to light yellow
Water=<8 %
Titration with HClO4>=95.0 % (on dry substance)
Infrared spectrumConforms
Appearance (Form)Powder
This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Information

• Tobramycin is an aminoglycoside compound derived from kanamycin B and displays antibiotic and bacteriostatic activity against gram-negative bacteria
• After entering the cells, it binds irreversibly to a specific aminoglycoside receptor on the bacterial 30S ribosomal subunit and interferes with the initiation complex between messenger RNA and the 30S subunit, consequently inhibiting the protein synthesis process leading to bacterial cell death
• Tobramycin also can interfere with protein elongation since it can induce misreading of the mRNA template, and cause incorrect amino acids to be incorporated into the growing polypeptide chain

Applications

• Due to its activity, tobramycin has been widely applied as a antibiotic
• It has been used to treat pseudomonas aeruginosa infections and is also being investigated for the treatment of sinus infections in vivo animal models
• Tobramycin has been used to study the effect of tobramycin on bacteriophage infected biofilms

RUO – Research Use Only

Literature References

Meyer, R.; Young, L., Armstrong, D. Tobramycin (nebramycin factor 6): in vitro activity against Pseudomonas aeruginosa. Appl Microbiol. 1971, 22, (6), 1147-1151.

Coulter, L.; McLean, R.; Rohde, R.; Aron, G. Effect of bacteriophage infection in combination with tobramycin on the emergence of resistance in Escherichia coli and Pseudomonas aeruginosa biofilms. Viruses. 2014, 3, 6 (10), 3778-3786.

Vicens, Q.; Westhof, E. Crystal structure of a complex between the aminoglycoside tobramycin and an oligonucleotide containing the ribosomal decoding a site. Chemistry & biology. 2002, 9 (6), 747-755.