K1876

Kanamycin disulfate salt from Streptomyces kanamyceticus

aminoglycoside antibiotic

• Synonym(s): Kanamycin Disulfate Salt, Kanamycin disulfate, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->4))-2-deoxy-D-Streptamine sulfate (1:2) (salt), Kanamycin A, Kanamycin acid sulfate
• CAS Number: 64013-70-3
• MDL number: MFCD00143916
• UNSPSC Code: 51281654
• PubChem Substance ID: 329817127
• NACRES: NA.76

Properties

• biological source: Streptomyces kanamyceticus
• Quality Level: 200
• form: powder
• potency: ~650 μg per mg
• impurities: ≤4% Kanamycin B
• color: white to off-white
• solubility: H₂O: 10 mg/mL
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria; mycobacteria; mycoplasma
• mode of action: protein synthesis | interferes
• SMILES string: OS(O)(=O)=O.OS(O)(=O)=O.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](O)[C@@H](O)[C@@H]1O
• InChI: 1S/C18H36N4O11.2H2O4S/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17;2*1-5(2,3)4/h4-18,23-29H,1-3,19-22H2;2*(H2,1,2,3,4)/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-;;/m1../s1
• InChI key: OGTKIXVMLDAMNU-KNQICTBBSA-N

Description

General description

Chemical structure: aminoglycoside

Application

Kanamycin sulfate is a broad spectrum minoglycoside-antibiotic It is used as an additive in culture media for the isolation of group D Streptococci on Kanamycin Esculin Azide Agar (Mossel et al.) or for selection of transformed plant cells containing the neomycin phosphotransferase (for kanamycin resistance); on a kanamycin-medium. Kanamycin has been used for electrophysiological recordings of outer hair cells and inner hair cells. It is used to inhibit shoot regeneration from Siberian Elmleaf explants. It is recommended for use in cell culture applications at 100 mg/mL.

Biochem/physiol Actions

Mode of Action: The product acts by binding to the 70S ribosomal subunit, inhibiting translocation and eliciting miscoding.

Mode of Resistance: Aminoglycoside-modifying enzymes (including acetyltransferase, phosphotransferase, nucleotidyltransferase) can alter this antibiotic, preventing its interaction with ribosomes.

Antimicrobial Spectrum: Kanamycin sulfate is effective against gram-negative and gram-postiive bacteria, and mycoplasma.

Caution

Solutions are stable at 37°C for approximately 5 days. Aqueous stock solutions can be stored at 2-8°C for long term storage.

Preparation Note

Kanamycin acid sulfate is prepared by solubilizing kanamycin sulfate in dilute sulfuric acid and drying. The sulfate content is approximately 25%.

Kanamycin sulfate is soluble in water at 10 mg/mL, yielding a clear solution. It is practically insoluble in alcohol, acetone, chloroform, ether and ethyl acetate. A 1% solution in water has a pH of 6.5 to 8.5. Sterile solutions can be prepared by a sterile filtration, through a .2μm filter.

Safety Information

• pictograms: GHS08
• signalword: Danger
• hcodes: H360
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 1B
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges