K1637

Kanamycin sulfate from Streptomyces kanamyceticus

meets USP testing specifications, powder

• Synonym(s): Kanamycin A, Kanamycin sulfate salt
• Empirical Formula (Hill Notation): C₁₈H₃₆N₄O₁₁ · H₂O₄S
• CAS Number: 25389-94-0
• Molecular Weight: 582.58
• EC Number: 246-933-9
• MDL number: MFCD00070253
• PubChem Substance ID: 24896209
• NACRES: NA.76

Properties

• biological source: Streptomyces kanamyceticus
• Quality Level: 200
• Agency: USP/NF; meets USP testing specifications
• form: powder
• potency: ≥750 μg per mg
• solubility: H₂O: 10-50 mg/mL (As a stock solution. Stock solutions should be stored at 2-8°C. Stable at 37°C for 5 days.)
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria; mycobacteria; mycoplasma
• application(s): pharmaceutical (small molecule)
• Mode of action: protein synthesis | interferes
• SMILES string: 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.H2O4S/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;1-5(2,3)4/h4-18,23-29H,1-3,19-22H2;(H2,1,2,3,4)/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-;/m1./s1
• InChI key: OOYGSFOGFJDDHP-KMCOLRRFSA-N

Description

General description

Chemical structure: aminoglycoside

Application

Kanamycin sulfate is a broad spectrum aminoglycoside-antibiotic derived from Streptomyces kanamyceticus. It is used as an additive in culture media for the isolation of group D streptococci on Kanamycin Esculin Azide Agar and for selection of transformed plant cells containing the neomycin phosphotransferase on a kanamycin-medium. Kanamycin sulfate can also be used as a selection agent for cells transformed with kanamycin B resistance gene. It is recommended for use in cell culture applications at 100 μg/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 sulfate is soluble in water at 50 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
• Signal Word: Danger
• Hazard Statements: H360D
• Precautionary Statements: P201 - P308 + P313
• Hazard Classifications: Repr. 1B
• Storage Class Code: 6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• WGK: WGK 2
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves