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K1876

Sigma-Aldrich

Kanamycin disulfate salt from Streptomyces kanamyceticus

aminoglycoside antibiotic

Synonyme(s) :

Kanamycin Disulfate Salt, Kanamycin disulfate, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->4))-2-deoxy-D-Streptamine sulfate (1:2) (salt), Kanamycin A, Kanamycin acid sulfate

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About This Item

Numéro CAS:
64013-70-3
Numéro MDL:
MFCD00143916
Code UNSPSC :
51281654
ID de substance PubChem :
329817127
Nomenclature NACRES :
NA.76

Source biologique

Streptomyces kanamyceticus

Niveau de qualité

200

Forme

powder

Puissance

~650 μg per mg

Impuretés

≤4% Kanamycin B

Couleur

white to off-white

Solubilité

H2O: 10 mg/mL

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria
mycobacteria
mycoplasma

Mode d’action

protein synthesis | interferes

Chaîne SMILES 

OS(O)(=O)=O.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/C18H36N4O11.2H2O4S/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;2*1-5(2,3)4/h4-18,23-29H,1-3,19-22H2;2*(H2,1,2,3,4)/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-;;/m1../s1

Clé InChI

OGTKIXVMLDAMNU-KNQICTBBSA-N

Description générale

Chemical structure: aminoglycoside

Application

Kanamycin sulfate is a broad spectrum minoglycoside-antibiotic It is used as an additive in culture media for the isolation of group D Streptococci on Kanamycin Esculin Azide Agar (Mossel et al.) or for selection of transformed plant cells containing the neomycin phosphotransferase (for kanamycin resistance); on a kanamycin-medium. Kanamycin has been used for electrophysiological recordings of outer hair cells and inner hair cells. It is used to inhibit shoot regeneration from Siberian Elmleaf explants. It is recommended for use in cell culture applications at 100 mg/mL.

Actions biochimiques/physiologiques

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.

Attention

Solutions are stable at 37°C for approximately 5 days. Aqueous stock solutions can be stored at 2-8°C for long term storage.

Notes préparatoires

Kanamycin acid sulfate is prepared by solubilizing kanamycin sulfate in dilute sulfuric acid and drying. The sulfate content is approximately 25%.
Kanamycin sulfate is soluble in water at 10 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.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Danger

Mentions de danger

H360

Classification des risques

Repr. 1B

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Victoria Hsiao et al.
Molecular systems biology, 12(5), 869-869 (2016-05-20)
Engineered bacterial sensors have potential applications in human health monitoring, environmental chemical detection, and materials biosynthesis. While such bacterial devices have long been engineered to differentiate between combinations of inputs, their potential to process signal timing and duration has been
D.A.A. Mossel et al.
Archiv Fur Lebensmittelhygiene, 29, 121-121 (1978)
Michael G Leitner et al.
Molecular pharmacology, 79(1), 51-60 (2010-10-12)
Aminoglycoside antibiotics (AGs) are severely ototoxic. AGs cause degeneration of outer hair cells (OHCs), leading to profound and irreversible hearing loss. The underlying mechanisms are not fully understood. OHC survival critically depends on a specific K+ conductance (I(K,n)) mediated by
Cicera R Lazzarotto et al.
Nature protocols, 13(11), 2615-2642 (2018-10-21)
Circularization for in vitro reporting of cleavage effects by sequencing (CIRCLE-seq) is a sensitive and unbiased method for defining the genome-wide activity (on-target and off-target) of CRISPR-Cas9 nucleases by selective sequencing of nuclease-cleaved genomic DNA (gDNA). Here, we describe a
Lokender Kumar et al.
PloS one, 14(3), e0214411-e0214411 (2019-03-27)
Antimicrobial biopolymers provide a biodegradable, sustainable, safe, and cheap approach to drug delivery and wound dressing to control bacterial infection and improve wound healing respectively. Here, we report a one-step method of making antimicrobial alginate polymer from sodium alginate and
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