Kanamycin B is an aminoglycoside antibiotic that binds the bacterial 16s rRNA subunit, inhibiting translocation and degrading target RNA; it displays antibacterial efficacy against gram negative bacteria. Kanamycin also inhibits formation of the initiation complex. In cardiac pacemaker cells, kanamycin B decreases action potential amplitude, blocking slow Ca2+ currents and modulating outward K+ currents. Kanamycin B also inhibits mammalian RNA splicing.
| Cas No. | 4696-76-8 |
|---|---|
| Purity | ≥98% |
| Formula | C18H37N5O10 |
| Formula Wt. | 483.51 |
| Chemical Name | O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(2,6-diamino-2,6-dideoxy-alpha-D-gluco- pyranosyl-(1-6))-2-deoxy-D-Streptamine |
| IUPAC Name | (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2S,3S,4R,6S)-4,6-diamino-3-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxyoxane-3,4-diol |
| Synonym | Bekanamycin; NK-1006; Nebramycin V. |
| Melting Point | 178-182°C (dec) |
| Solubility | Soluble in water or formamide. Slightly soluble in chloroform, isopropyl alcohol. |
| Appearance | Almost White Crystalline Powder |
| Store Temp | Ambient |
|---|---|
| Ship Temp | Ambient |
| Info Sheet | K0054 Info Sheet PDF |
|---|
Patwardhan A, Cowan JA. Influence of charge and structure on the coordination chemistry of copper aminoglycosides. Dalton Trans. 2011 Feb 28;40(8):1795-801. PMID: 21218243.
Aukema KG, Chohan KK, Plourde GL, et al. Small molecule inhibitors of yeast pre-mRNA splicing. ACS Chem Biol. 2009 Sep 18;4(9):759-68. PMID: 19634919.
Morales MA, Castrillon JL, Hernandez DA. Effects of bekanamycin and dibekacin on the electrical activity of cardiac pacemaker cells. Arch Med Res. 1993 Winter;24(4):339-45. PMID: 8118157.
