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K0879

Sigma-Aldrich

Kanamycin sulfate Streptomyces kanamyceticus

powder, γ-irradiated

Synonym(s):
Kanamycin sulfate salt, Kanamycin A, Kanamycin sulfate from Streptomyces kanamyceticus
Empirical Formula (Hill Notation):
C18H36N4O11 · H2O4S
CAS Number:
Molecular Weight:
582.58
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.85

Quality Level

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

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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.

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Precautionary Statements

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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Product Information Sheet

More Documents

Quotes and Ordering

Torsten John et al.
Biochimica et biophysica acta. Biomembranes, 1859(11), 2242-2252 (2017-08-30)
Biological membranes are natural barriers to the transport of molecules and drugs within human bodies. Many antibacterial agents need to cross these membranes to reach their target and elicit specific effects. Kanamycin A belongs to the family of aminoglycoside antibiotics
Kevin M Krause et al.
Cold Spring Harbor perspectives in medicine, 6(6) (2016-06-03)
Aminoglycosides are natural or semisynthetic antibiotics derived from actinomycetes. They were among the first antibiotics to be introduced for routine clinical use and several examples have been approved for use in humans. They found widespread use as first-line agents in
Mitsutaka Kitano et al.
Antimicrobial agents and chemotherapy, 58(8), 4795-4803 (2014-06-11)
Highly pathogenic avian influenza A (H5N1) viruses cause severe and often fatal disease in humans. We evaluated the efficacy of repeated intravenous dosing of the neuraminidase inhibitor peramivir against highly pathogenic avian influenza virus A/Vietnam/UT3040/2004 (H5N1) infection in cynomolgus macaques.
Fakhri Jeddi et al.
Antimicrobial agents and chemotherapy, 58(8), 4866-4874 (2014-06-11)
Antimonials remain the first-line treatment for the various manifestations of leishmaniasis in most areas where the disease is endemic, and increasing cases of therapeutic failure associated with parasite resistance have been reported. In this study, we assessed the molecular status
Atef Allam et al.
Journal of immunology (Baltimore, Md. : 1950), 193(2), 871-878 (2014-06-11)
The role of the TNF family member CD70 in adaptive T cell responses has been intensively studied, but its function in innate responses is still under investigation. In this study, we show that CD70 inhibits the early innate response to

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