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Tobramycin Sulfate

Katalog-Nr.GC16535 Copy One-Click Copy Product Info

Tobramycin-Sulfat (Nebramycin-Faktor-6-Sulfat) ist ein parenteral verabreichtes Breitspektrum-Aminoglykosid-Antibiotikum, das weithin zur Behandlung von mittelschweren bis schweren bakteriellen Infektionen durch empfindliche Organismen eingesetzt wird.

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Tobramycin Sulfate Chemische Struktur

Cas No.: 79645-27-5; 49842-07-1

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10mM (in 1mL Water)
35,00 $
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100mg
32,00 $
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500mg
63,00 $
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1g
95,00 $
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5g
161,00 $
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10g
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25g
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Sample solution is provided at 25 µL, 10mM.



Description of Tobramycin Sulfate

Tobramycin Sulfate is a parenterally administered aminoglycoside antibiotic with significant antibacterial activity against aerobic Gram-negative bacteria such as Pseudomonas aeruginosa[1]. Tobramycin Sulfate exerts its bactericidal effect by irreversibly binding to the bacterial 30S ribosomal subunit, thereby inhibiting protein synthesis[2]. Tobramycin Sulfate is commonly used to treat conditions such as ocular infections, respiratory tract infections in patients with cystic fibrosis, and urinary tract infections[3,4].

In vitro, treatment of 96 clinically isolated P. aeruginosa strains with Tobramycin Sulfate (0.39-25μg/mL) for 18h resulted in MICs ≤ 3.12μg/mL for 83/96 strains on Mueller Hinton agar, while its bacteriostatic activity was stronger in Mueller Hinton broth (MIC values were 2-8 times lower)[5]. Pretreatment of human lung microvascular endothelial cells (HLMVEC) with Tobramycin Sulfate (0.5mM) for 24h significantly inhibited platelet-induced T-cell migration (inhibition rate 66.5%)[6].

In vivo, combined administration of Tobramycin Sulfate (30mg/kg; once daily; s.c.) and Furanone C-30 (1mg/kg) to BALB/c mice implanted with a pre-infected P. aeruginosa silicone tube for up to 48h significantly reduced the bacterial load on the silicone implant. The synergistic clearance effect was significantly superior to monotherapy[7]. Intratracheal single-dose administration of Tobramycin Sulfate (250μg/mouse) on the first day after NMRI mice were infected with Klebsiella pneumoniae significantly increased the survival rate within 8 days post-infection by 33% compared to the untreated control group[8]. Treatment of CBA/Ca mice with Tobramycin Sulfate (200mg/kg/day; s.c. for 14 days) resulted in gap detection deficits in the gap pre-pulse inhibition of the acoustic startle (GPIAS) test in 36% of the mice, indicating tinnitus-like behavior. This behavior was most pronounced at 2 weeks post-administration and gradually diminished over time[9].

References:
[1] FIEL S B, ROESCH E A. The use of Tobramycin Sulfate for Pseudomonas aeruginosa: A review[J]. Expert Review of Respiratory Medicine, 2022, 16(5): 503-509.
[2] KRAUS L, DUCHARDT-FERNER E, BRÄUCHLE E, et al. Development of a novel Tobramycin Sulfate dependent riboswitch[J]. Nucleic Acids Research, 2023, 51(20): 11375-11385.
[3] CHEER S M, WAUGH J, NOBLE S. Inhaled Tobramycin Sulfate (TOBI®): A review of its use in the management of Pseudomonas aeruginosa infections in patients with cystic fibrosis[J]. Drugs, 2003, 63(22): 2501-2520.
[4] NEU H C. Tobramycin Sulfate: an overview[J]. The Journal of Infectious Diseases, 1976, S3-S19.
[5] MEYER R D, YOUNG L S, ARMSTRONG D. Tobramycin Sulfate (nebramycin factor 6): in vitro activity against Pseudomonas aeruginosa[J]. Applied Microbiology, 1971, 22(6): 1147-1151.
[6] GZIUT M, MACGREGOR H J, NEVELL T G, et al. Anti‐inflammatory effects of Tobramycin Sulfate and a copper–Tobramycin Sulfate complex with superoxide dismutase‐like activity[J]. British Journal of Pharmacology, 2013, 168(5): 1165-1181.
[7] CHRISTENSEN L D, VAN GENNIP M, JAKOBSEN T H, et al. Synergistic antibacterial efficacy of early combination treatment with Tobramycin Sulfate and quorum-sensing inhibitors against Pseudomonas aeruginosa in an intraperitoneal foreign-body infection mouse model[J]. Journal of Antimicrobial Chemotherapy, 2012, 67(5): 1198-1206.
[8] VAN‘T VEEN A, MOUTON J W, GOMMERS D, et al. Pulmonary surfactant as vehicle for intratracheally instilled Tobramycin Sulfate in mice infected with Klebsiella pneumoniae[J]. British Journal of Pharmacology, 1996, 119(6): 1145.
[9] LONGENECKER R J, GU R, HOMAN J, et al. Development of Tinnitus and Hyperacusis in a mouse model of Tobramycin Sulfate Cochleotoxicity[J]. Frontiers in Molecular Neuroscience, 2021, 14: 715952.

Protocol of Tobramycin Sulfate

Cell experiment [1]:

Cell lines

HLMVEC (human lung microvascular endothelial cells)

Preparation Method

Tobramycin Sulfate (0.5mM) was co-incubated with HLMVEC for 24h, followed by co-culturing thrombin-activated platelets with pretreated HLMVEC to induce T cell migration. The migration inhibition effect was assessed by counting the number of T cells that migrated to the lower chamber of the Transwell.

Reaction Conditions

0.5mM; 24h

Applications

Tobramycin Sulfate treatment significantly inhibited platelet-induced T cell migration (inhibition rate 66.5%).
Animal experiment [2]:

Animal models

CBA/Ca mice

Preparation Method

Mice were given subcutaneous injections of Tobramycin Sulfate (200mg/kg/day) for 14 days. Gap prepulse inhibition of the acoustic startle reflex was used to assess behavioral evidence of tinnitus. GPIAS assessments were collected before (baseline), as well as at weeks 2, 6, 10, 14, and 18 from the start of Tobramycin Sulfate treatment.

Dosage form

200mg/kg/day; 14 days; s.c.

Applications

Tobramycin Sulfate treatment resulted in gap detection defects in 36% of mice in the GPIAS test, exhibiting tinnitus-like behavior, which was most pronounced 2 weeks after administration and gradually decreased over time.

References:
[1] GZIUT M, MACGREGOR H J, NEVELL T G, et al. Anti‐inflammatory effects of Tobramycin Sulfate and a copper–Tobramycin Sulfate complex with superoxide dismutase‐like activity[J]. British Journal of Pharmacology, 2013, 168(5): 1165-1181.
[2] LONGENECKER R J, GU R, HOMAN J, et al. Development of Tinnitus and Hyperacusis in a mouse model of Tobramycin Sulfate Cochleotoxicity[J]. Frontiers in Molecular Neuroscience, 2021, 14: 715952.

Chemical Properties of Tobramycin Sulfate

Cas No. 79645-27-5; 49842-07-1 SDF
Chemical 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-hydroxytetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,5-diol sulfate
Canonical SMILES OS(O)(=O)=O.O[C@@H]([C@@H]([C@H]1N)O[C@H]([C@@H](C2)N)O[C@H](CN)[C@H]2O)[C@H]([C@@H](C1)N)O[C@H]([C@@H]([C@H]3N)O)O[C@H](CO)[C@H]3O
Formula C18H39N5O13S M.Wt 565.59
Löslichkeit ≥ 57.4mg/mL in Water, <5.66mg/mL in DMSO Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Tobramycin Sulfate

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 1.7681 mL 8.8403 mL 17.6807 mL
5 mM 353.6 μL 1.7681 mL 3.5361 mL
10 mM 176.8 μL 884 μL 1.7681 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 4 reference(s) in Google Scholar.)

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