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Tobramycin is an aminoglycoside antibiotic that exhibits antibacterial and anti-inflammatory activities. Tobramycin prevents formation of the 70S bacterial ribosomal complex, inhibiting protein translation; it is highly effective in the treatment of Pseudomonas infections. In vitro, tobramycin inhibits T cell and neutrophil migration. In separate cellular models, this compound also decreases activation of NF-κB, expression of MUC5AC, and phosphorylation of ERK and p38 MAPK.
| Cas No. | 32986-56-4 |
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| Purity | ≥98% |
| Formula | C18H37N5O9 |
| Formula Wt. | 467.51 |
| Chemical Name | O-3-Amino-3-deoxy-α-d-glucopyranosyl-(1->6)-O- [2,6-diamino-2,3,6-trideoxy-α-D-ribo-hexopyranosyl- (1->4)]-2-deoxy-D-streptamine |
| 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 |
| Synonym | Nebramycin factor 6, NF 6, Tobracin, Tobralex, Tobramaxin, Tobrex |
| Melting Point | 178°C |
| Solubility | Soluble in water. Slightly soluble in ethanol. Practically insoluble in ether or chloroform. |
| Appearance | White to off-white powder |
| Store Temp | Ambient |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Papich MG. Antibiotic treatment of resistant infections in small animals. Vet Clin North Am Small Anim Pract. 2013 Sep;43(5):1091-107. PMID: 23890241.
Gziut M, MacGregor HJ, Nevell TG, et al. Anti-inflammatory effects of tobramycin and a copper-tobramycin complex with superoxide dismutase-like activity. Br J Pharmacol. 2013 Mar;168(5):1165-81. PMID: 23072509.
Nakamura S, Yanagihara K, Araki N, et al. High-dose tobramycin inhibits lipopolysaccharide-induced MUC5AC production in human lung epithelial cells. Eur J Pharmacol. 2011 Mar 21. [Epub ahead of print]. PMID: 21414310.
Periti P. Tobramycin--clinical pharmacology and chemotherapy. J Chemother. 1996 Jan;8 Suppl 1:3-30. PMID: 8948764.