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Key Documents

B5264

Sigma-Aldrich

Kanamycin B sulfate salt

aminoglycoside antibiotic

Synonyme(s) :

Bekanamycin sulfate salt

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About This Item

Formule empirique (notation de Hill):
C18H37N5O10 · xH2SO4
Poids moléculaire :
483.51 (free base basis)
Numéro Beilstein :
5235274
Numéro MDL:
Code UNSPSC :
51281654
ID de substance PubChem :
Nomenclature NACRES :
NA.85

Forme

powder or crystals

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria
mycoplasma

Mode d’action

protein synthesis | interferes

Température de stockage

−20°C

Chaîne SMILES 

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](N)[C@@H](O)[C@@H]1O

InChI

1S/C18H37N5O10.H2O4S/c19-2-6-11(26)12(27)9(23)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)8(22)10(25)7(3-24)31-18;1-5(2,3)4/h4-18,24-29H,1-3,19-23H2;(H2,1,2,3,4)/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+;/m0./s1

Clé InChI

YGTPKDKJVZOVCO-KELBJJLKSA-N

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Description générale

Chemical structure: aminoglycoside

Application

Used as a selection agent for cells transformed with kanamycin B (neoR, kanR) resistance gene.

Actions biochimiques/physiologiques

Kanamycin B is an aminoglycoside antibiotic that is the 2-amino,2-deoxy-analog of kanamycin A. Mode of Action: Binds to 70S ribosomal subunit; inhibits translocation; elicits miscoding. Antimicrobial spectrum: Gram-negative and Gram-positive bacteria, and mycoplasm.
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.

Notes préparatoires

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.

Autres remarques

Keep container tightly closed in a dry and well-ventilated place.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Consulter la Bibliothèque de documents

L D Owens
Plant physiology, 67(6), 1166-1168 (1981-06-01)
Two kanamycin-resistant variants of Nicotiana tabacum were derived by culturing seedling leaf sections on a shoot-inducing medium containing kanamycin. The variants displayed a higher resistance to the structurally related antibiotic streptomycin than to kanamycin. The resistance phenotype was expressed when
New publication: HortScience. "Kanamycin Sensitivity of Mango Somatic Embryos."
Helena Mathews and Richard E. Litz
Hortscience: a Publication of the American Society For Horticultural Science Hortscience, 25, 965-966 (1990)
Siddhi Gupta et al.
Antimicrobial agents and chemotherapy, 63(11) (2019-08-21)
Interkingdom polymicrobial biofilms formed by Gram-positive Staphylococcus aureus and Candida albicans pose serious threats of chronic systemic infections due to the absence of any common therapeutic target for their elimination. Herein, we present the structure-activity relationship (SAR) of membrane-targeting cholic
Scott McAuley et al.
Cell chemical biology, 26(9), 1274-1282 (2019-07-08)
Common approaches to antibiotic discovery include small-molecule screens for growth inhibition in target pathogens and screens for inhibitors of purified enzymes. These approaches have a shared intent of seeking to directly target a vital Achilles heel in a pathogen of
Kumar Sachin Singh et al.
Nature, 589(7843), 597-602 (2020-12-29)
Isoprenoids are vital for all organisms, in which they maintain membrane stability and support core functions such as respiration1. IspH, an enzyme in the methyl erythritol phosphate pathway of isoprenoid synthesis, is essential for Gram-negative bacteria, mycobacteria and apicomplexans2,3. Its

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