T4014

Tobramicina

Aminoglycoside antibiotic

• Sinonimo/i: Nebramicina Fattore 6, O-[3-amino-3-deossi-α-D-glucopiranosil-(1→6)]-O-[2,6-diamino-2,3,6-trideossi-α-D-riboesopiranosil-(1→4)]-2-deossi-D-streptamina
• Formula empirica (notazione di Hill): C₁₈H₃₇N₅O₉
• Numero CAS: 32986-56-4
• Peso molecolare: 467.51
• UNSPSC Code: 51281626
• NACRES: NA.85
• PubChem Substance ID: 24900188
• EC Number: 251-322-5
• Beilstein/REAXYS Number: 1357507
• MDL number: MFCD00077885

Proprietà

• biological source: Streptomyces tenebrarius
• Quality Segment: 200
• form: powder
• storage condition: (Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.)
• concentration: ≥900 μg/mg (anhydrous)
• color: white to off-white
• antibiotic activity spectrum: Gram-negative bacteria
• mode of action: protein synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: NC[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
• InChI: 1S/C18H37N5O9/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18/h5-18,24-28H,1-4,19-23H2/t5-,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1
• InChI key: NLVFBUXFDBBNBW-SNGYORCQSA-N

Descrizione

General description

Chemical structure: aminoglycoside

Tobramycin is an aminoglycoside, broad-spectrum antibiotic produced by Streptomyces tenebrarius.[1] It is effective against gram-negative bacteria, especially the Pseudomonas species.[2]

Application

Tobramycin has been used:

• to study the effect of tobramycin on bacteriophage infected biofilms[3]
• to study the effects of antibiotics on Pseudomonas aeruginosa strain[4]
• as a comparator antibiotic[5]

Biochem/physiol Actions

La tobramicina è un aminoglicoside.
Modalità d′azione: Si lega alla subunità ribosomiale 70S, inibisce la traslocazione e suscita errori di codifica.
Spettro di attività: Batteri gram negativi. Non efficace nei confronti di Enterococci.

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.[6]
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.[7]

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Informazioni sulla sicurezza

• pictograms: GHS08
• signalword: Warning
• hcodes: H361f
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 2
• Classe di stoccaggio: 11 - Combustible Solids
• wgk: WGK 3