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Merck
CN

T4014

Sigma-Aldrich

Tobramycin

Aminoglycoside antibiotic

别名:

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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About This Item

经验公式(希尔记法):
C18H37N5O9
CAS号:
分子量:
467.51
Beilstein:
1357507
EC 号:
MDL编号:
UNSPSC代码:
51281626
PubChem化学物质编号:
NACRES:
NA.85

生物来源

Streptomyces tenebrarius

质量水平

表单

powder

储存条件

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

浓度

≥900 μg/mg (anhydrous)

颜色

white to off-white

抗生素抗菌谱

Gram-negative bacteria

作用机制

protein synthesis | interferes

储存温度

2-8°C

SMILES字符串

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

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一般描述

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

应用

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

生化/生理作用

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.

其他说明

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

象形图

Health hazard

警示用语:

Warning

危险声明

危险分类

Repr. 2

储存分类代码

11 - Combustible Solids

WGK

WGK 3

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Eric G Romanowski et al.
Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics, 32(2), 119-126 (2015-11-07)
The goals of the current study were to determine the in vitro antibacterial activity of tigecycline against multiple clinically relevant ocular pathogens and to evaluate the in vivo ocular tolerability and efficacy of 0.5% tigecycline in a methicillin-resistant Staphylococcus aureus
Lindsey B Coulter et al.
Viruses, 6(10), 3778-3786 (2014-10-07)
Bacteriophage infection and antibiotics used individually to reduce biofilm mass often result in the emergence of significant levels of phage and antibiotic resistant cells. In contrast, combination therapy in Escherichia coli biofilms employing T4 phage and tobramycin resulted in greater
C Formosa et al.
Scientific reports, 2, 575-575 (2012-08-16)
Drug resistance is a challenge that can be addressed using nanotechnology. We focused on the resistance of the bacteria Pseudomonas aeruginosa and investigated, using Atomic Force Microscopy (AFM), the behavior of a reference strain and of a multidrug resistant clinical
Madan Kumar Kharel et al.
FEMS microbiology letters, 230(2), 185-190 (2004-02-06)
The biosynthetic gene cluster for tobramycin, a 2-deoxystreptamine-containing aminoglycoside antibiotic, was isolated from Streptomyces tenebrarius ATCC 17920. A genomic library of S. tenebrarius was constructed, and a cosmid, pST51, was isolated by the probes based on the core regions of
R D Meyer et al.
Applied microbiology, 22(6), 1147-1151 (1971-12-01)
Tobramycin (factor 6 of the nebramycin complex) is a new aminoglycoside antibiotic isolated from Streptomyces tenebrarius which is active against S. aureus, Enterobacteriaceae, and Pseudomonas aeruginosa. Susceptibility to tobramycin of 96 strains of P. aeruginosa, including 45 recent isolates from

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