K0879

Kanamycin sulfate Streptomyces kanamyceticus

powder, γ-irradiated

• Synonym(s): Kanamycin sulfate from Streptomyces kanamyceticus, 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
• UNSPSC Code: 12352200
• PubChem Substance ID: 57654313
• NACRES: NA.85

Properties

• biological source: Streptomyces kanamyceticus
• grade: for molecular biology
• sterility: γ-irradiated
• form: powder
• potency: ≥700 μg per mg
• color: white to off-white
• pH: 6.5-8.5(1% solution)
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria; mycoplasma
• Mode of action: protein synthesis | interferes
• storage temp.: 2-8°C
• suitability: nonselective for Escherichia coli; nonselective for coliforms
• 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

Kanamycin, A from Streptomyces kanamyceticus is a polycationic aminoglycoside and a broad-spectrum antibiotic. Structurally, it comprises hydroxyl and amino functional groups.

Application

Kanamycin sulfate Streptomyces kanamyceticus has been used as an antibiotic component in Murashige and Skoog medium for the selection of tobacco tissue culture explants. It has also been used as an antibiotic in Luria broth for culturing Escherichia coli K-12 strain MG1655 cells for secretion assay and E. coli TV1061 cells for immobilization studies.

Biochem/physiol Actions

Kanamycin′s hydroxyl and amino functional groups are crucial for its membrane action functionality. However, it also exhibits toxicity towards mammalian cells. It prevents contamination in cell culture as well as a selective agent for bacteria with kanamycin resistance.

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.

Principle

Kanamycin binds to the 30S ribosomal subunit and inhibits protein synthesis, leading to cell death.

Preparation Note

Prepare stock solution directly in the vial with sterile water to a final concentration of 10mg/mL. Stock solution should be stored at 2-8°C.

Safety Information

• Pictograms: GHS08
• Signal Word: Danger
• Hazard Statements: H360D
• Precautionary Statements: P201 - P308 + P313
• Hazard Classifications: Repr. 1B
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 2
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves