AdipoGen Life Sciences

Gentamicin sulfate (USP Grade)

CHF 50.00
In stock
AG-CN2-0066-G0011 gCHF 50.00
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AG-CN2-0066-G02525 gCHF 510.00
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Product Details
Synonyms Apogen; Garamycin; Gentiomycin C; Refobacin; NSC-82261
Product Type Chemical
Properties
Formula

C21H43N5O7 . H2SO4 (unspecified)

MW 575.6
Merck Index 14: 4392
CAS 1405-41-0
RTECS LY2625000
Source/Host Chemicals Isolated from Micromonospora sp.
Purity Chemicals Mixture of gentamicin C1, C1a, C2, C2a and C2b.
Appearance White to off-white powder.
Solubility Soluble in water. Almost insoluble in alcohol or ether.
Biological Activity

Potency (dry basis) ≥590μg/mg

InChi Key HNCAOLPMSASREN-UCMBPTNBSA-N
Smiles CCN.CC(C)N.CNC(C)C.OS(O)(=O)=O.CN[C@H]1[C@@H](O)C(OC2[C@H](N)CC(N)[C@H](OC3O[C@H]([*])CC[C@H]3N)[C@H]2O)OCC1(C)O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage +4°C
Handling Advice Hygroscopic.
Keep cool and dry.
Use/Stability Stable for at least 2 years after receipt when stored at +4°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Aminoglycoside antibiotic.
  • Protein synthesis inhibitor. Causes codon misreading by binding to the 30S ribosomal subunit, blocking the translocation of peptidyl-tRNA from the acceptor site to the donor site.
  • Antibacterial against Gram-negative aerobic bacteria, Gram-positive bacteria and mycoplasmas.
  • Used as a selection agent (gentamicin-resistance gene) in molecular biology applications. Broad-spectrum cell culture antibiotic that is nontoxic to viruses and mammalian cells at antibacterial and antimycoplasmal concentrations. Due to its extended stability and slow development of bacterial resistance, it is a useful antibiotic in long-term virus und tissue culture studies.
  • Bactericidal effects are exerted by the binding to the outer membrane, causing disruption of the membrane. This increases the permeability of the cell envelope, leakage of cell contents, and leading to apoptosis and proteolysis (cell death).
  • Causes also cell death by generation of free radicals, phospholipidosis, extracellular calcium-sensing receptor stimulation and energetic catastrophe. 
Product References
  1. Gentamicin: antibacterial activity, clinical pharmacology and clinical applications: M. Finland; Med. Times 97, 161 (1969) (Review)
  2. Aminoglycoside uptake and mode of action--with special reference to streptomycin and gentamicin. I. Antagonists and mutants: R.E. Hancock; J. Antimicrob. Chemother. 8, 249 (1981) (Review)
  3. Aminoglycoside uptake and mode of action-with special reference to streptomycin and gentamicin. II. Effects of aminoglycosides on cells: E. Hancock; J. Antimicrob. Chemother. 8, 429 (1981) (Review)
  4. Gentamicin interaction with Pseudomonas aeruginosa cell envelope: N.L. Martin & T.J. Beveridge; Antimicrob. Agents Chemother. 29, 1079 (1986)
  5. Surface action of gentamicin on Pseudomonas aeruginosa: J. Kadurugamuwa, et al.; J. Bacteriol. 175, 5798 (1993)
  6. Leupeptin and E-64, inhibitors of cysteine proteinases, prevent gentamicin-induced lysosomal phospholipidosis in cultured rat fibroblasts: J.P. Montenez, et al.; Toxicol. Lett. 73, 201 (1994)
  7. Gentamicin as gene therapy: F.C. Luft; J. Mol. Med. (Berl) 80, 543 (2002) (Review)
  8. An integrative overview on the mechanisms underlying the renal tubular cytotoxicity of gentamicin: Y. Quiros, et al.; Toxicol. Sci. 119, 245 (2011) (Review)
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