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T4014

Tobramycin

Aminoglycoside antibiotic

Synonim(y):

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

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C18H37N5O9
Numer CAS:
Masa cząsteczkowa:
467.51
UNSPSC Code:
51281626
NACRES:
NA.85
PubChem Substance ID:
EC Number:
251-322-5
Beilstein/REAXYS Number:
1357507
MDL number:
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biological source

Streptomyces tenebrarius

Quality Segment

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

General description

Tobramycin is an aminoglycoside, broad-spectrum antibiotic produced by Streptomyces tenebrarius. It is effective against gram-negative bacteria, especially the Pseudomonas species.
Chemical structure: aminoglycoside

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.
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.

Other Notes

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

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Repr. 2

Klasa składowania

11 - Combustible Solids



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