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[1][2]. Kanamycin has been used for electrophysiological recordings of outer hair cells and inner hair cells[3]. It is used to inhibit shoot regeneration from Siberian Elmleaf explants[4]. 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