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B5264

Sigma-Aldrich

Kanamycin B sulfate salt

aminoglycoside antibiotic

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Synonym(s):
Bekanamycin sulfate salt
Empirical Formula (Hill Notation):
C18H37N5O10 · xH2SO4
Molecular Weight:
483.51 (free base basis)
Beilstein:
5235274
MDL number:
MFCD00078511
UNSPSC Code:
51101500
PubChem Substance ID:
24891829
NACRES:
NA.85

Quality Level

200

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.

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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