Tobramycin

• Catalog No.: T4014
• CAS Number: 32986-56-4
• M. F.: C18H37N5O9
• M. W.: 467.51448

SYNONYMS

• IUPAC name: (2S,3R,4R,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
• IUPAC Traditional name: (2S,3R,4R,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
• Synonyms: 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

DATABASE IDS

• MDL Number: MFCD00077885
• Beilstein Number: 1357507
• PubChem SID: 24900188
• CAS Number: 32986-56-4
• EC Number: 251-322-5

PROPERTIES

• RTECS: WK2100000
• Storage Temperature: 2-8°C
• German water hazard class: 2

DETAILS

Description (English)

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.
Tobramycin binds irreversibly to one of two aminoglycoside binding sites on the 30 S ribosomal subunit, inhibiting bacterial protein synthesis. Tobramycin may also destabilize bacterial membranes by binding to 16 S r-RNA. It inhibits translocation and elicits miscoding.
Application
Tobramycin is an aminoglycoside, broad-spectrum antibiotic produced by Streptomyces tenebrarius. It is effective against gram-negative bacteria, especially the pseudomonas species. It is not effective against Enterococci. It is used to inhibit bacterial protein synthesis. It 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 infections1.