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MilliporeSigma

B5264

Sigma-Aldrich

Kanamycin B sulfate salt

aminoglycoside antibiotic

Sinónimos:

Bekanamycin sulfate salt

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About This Item

Fórmula empírica (notación de Hill):
C18H37N5O10 · xH2SO4
Peso molecular:
483.51 (free base basis)
Beilstein/REAXYS Number:
5235274
MDL number:
UNSPSC Code:
51281654
PubChem Substance ID:
NACRES:
NA.85

Quality Level

form

powder or crystals

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycoplasma

mode of action

protein synthesis | interferes

storage temp.

−20°C

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](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

InChI key

YGTPKDKJVZOVCO-KELBJJLKSA-N

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General description

Chemical structure: aminoglycoside

Application

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

Biochem/physiol Actions

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.

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.

Other Notes

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

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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)
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
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

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