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Merck
CN

B5264

Kanamycin B sulfate salt

aminoglycoside antibiotic

Synonym(s):

Bekanamycin sulfate salt

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About This Item

Empirical Formula (Hill Notation):
C18H37N5O10 · xH2SO4
Molecular Weight:
483.51 (free base basis)
UNSPSC Code:
51281654
NACRES:
NA.85
PubChem Substance ID:
24891829
MDL number:
MFCD00078511
Beilstein/REAXYS Number:
5235274

Key Documents

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Product Name

Kanamycin B sulfate salt, aminoglycoside antibiotic

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

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 key

YGTPKDKJVZOVCO-KELBJJLKSA-N

form

powder or crystals

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycoplasma

mode of action

protein synthesis | interferes

storage temp.

−20°C

Quality Level

200

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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.

General description

Chemical structure: aminoglycoside

Other Notes

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

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.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000419625
0000419625
0000370417
0000370418
0000320620

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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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