Tobramycin
SIGMA/T4014 - Aminoglycoside antibiotic
Synonym: 3′-Deoxykanamycin B; Nebramycin Factor 6; O-[3-Amino-3-deoxy-α-D-glucopyranosyl-(1→6)]-O-[2,6-diamino-2,3,6-trideoxy-α-D-ribohexopyranosyl-(1→4)]-2-deoxy-D-streptamine
CAS Number: 32986-56-4
Empirical Formula (Hill Notation): C18H37N5O9
Molecular Weight: 467.51
EC Number: 251-322-5
MDL Number: MFCD00077885
Linear Formula: C18H37N5O9
Product Type: Chemical
antibiotic activity spectrum | Gram-negative bacteria |
biological source | Streptomyces tenebrarius |
color | white to off-white |
concentration | ≥900 μg/mg (anhydrous) |
form | powder |
InChI | 1S/C18H37N5O9/c19-3-9-8(2 |
InChI key | NLVFBUXFDBBNBW-SNGYORCQSA |
mode of action | protein synthesis | interferes |
Quality Level | 200 ![]() |
SMILES string | NC[C@H]1O[C@H](O[C@@H]2[C |
storage condition | (Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.) |
storage temp. | 2-8°C |
Application: | Tobramycin has been used: • to study the effect of tobramycin on bacteriophage infected biofilms • to study the effects of antibiotics on Pseudomonas aeruginosa strain • as a comparator antibiotic |
Biochem/physiol Actions: | Tobramycin binds irreversibly to one of two aminoglycoside binding sites on the 30S ribosomal subunit, inhibiting bacterial protein synthesis. Tobramycin may also destabilize bacterial membranes by binding to 16S rRNA (ribosomal RNA). It inhibits translocation and elicits miscoding. Tobramycin is used to treat Pseudomonas aeruginosa lung infections and is used in combination with other antibiotics to treat urinary tract infections, gynecologic infections, peritonitis, endocarditis, pneumonia, sepsis, respiratory infections, osteomyelitis, and other soft-tissue infections. It is a potential therapy for sinus infections. |
Biochem/physiol Actions: | Tobramycin is an aminoglycoside. Mode of Action: Binds to 70S ribosomal subunit; inhibits translocation; elicits miscoding. Spectrum of Activity: Gram negative bacteria. Not effective against Enterococci. |
General description: | Chemical structure: aminoglycoside |
General description: | Tobramycin is an aminoglycoside, broad-spectrum antibiotic produced by Streptomyces tenebrarius. It is effective against gram-negative bacteria, especially the Pseudomonas species. |
Other Notes: | Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place. |
Packaging: | 100, 500 mg in glass bottle |
Symbol | ![]() |
Signal word | Warning |
Hazard statements | H361f |
Precautionary statements | P201 - P202 - P280 - P308 + P313 - P405 - P501 |
RIDADR | NONH for all modes of transport |
WGK Germany | WGK 3 |
Storage Temp. | 2-8°C |
UNSPSC | 51101500 |