Kanamycin
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| Kanamycin
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| Systematic (IUPAC) name | ||
| 2-(aminomethyl)- 6-[4,6-diamino-3- [4-amino-3,5-dihydroxy-6-(hydroxymethyl) tetrahydropyran-
2-yl]oxy-2-hydroxy-cyclohexoxy]- tetrahydropyran-3,4,5-triol | ||
| Identifiers | ||
| CAS number | ||
| ATC code | A07 J01GB04 S01AA24 | |
| PubChem | ||
| DrugBank | ||
| Chemical data | ||
| Formula | C18H36N4O11 | |
| Mol. mass | 484.499 | |
| Pharmacokinetic data | ||
| Bioavailability | very low after oral delivery | |
| Metabolism | ? | |
| Half life | 2 hours 30 minutes | |
| Excretion | ? | |
| Therapeutic considerations | ||
| Pregnancy cat. |
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| Legal status |
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| Routes | Oral, intravenous, intramuscular | |
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Kanamycin sulfate ® is an aminoglycoside antibiotic, available in both oral and intravenous forms, and used to treat a wide variety of infections. Kanamycin is isolated from Streptomyces kanamyceticus.
Pharmacology
Kanamycin works by affecting the 30S ribosomal subunit and causing a frameshift mutation or it prevents the translation of RNA. This means that instead of a codon CAT (for example in sequence CATG), a codon ATG is read by aminoacyl tRNA (aa-tRNA). Aminoacyl tRNA is consequently carrying a different amino acid, because the anticodon on the aa-tRNA is different. The protein needed cannot be synthesized: depending on the site and severity of the frame shift, either a completely different protein is synthesized, or a protein similar to the one needed is synthesized, but is folded incorrectly. A bacterium is destroyed because it cannot produce any of its proteins correctly.
Because of over-usage of antibiotics many bacteria have developed a resistance against kanamycin, and, consequently, it is not used much anymore.
Side effects
Common side effects include changes in hearing (either hearing loss or ringing in the ears), toxicity to kidneys, and allergic reactions to the drug.
Use in Research
Genes encoding kanamycin resistance are commonly used as selectable markers in molecular biology.
Antidiarrheals, intestinal anti-inflammatory/anti-infective agents (A07) | |
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| Intestinal anti-infectives | Antibiotics (Neomycin, Nystatin, Natamycin, Streptomycin, Polymyxin B, Paromomycin, Amphotericin B, Kanamycin, Vancomycin, Colistin, Rifaximin)
Sulfonamides (Phthalylsulfathiazole, Sulfaguanidine, Succinylsulfathiazole) other (Miconazole, Broxyquinoline, Acetarsol, Nifuroxazide, Nifurzide) |
| Intestinal adsorbents | Charcoal - Bismuth - Pectin - Kaolin - Crospovidone - Attapulgite - Diosmectite |
| Antipropulsives | Diphenoxylate - Opium - Loperamide - Difenoxin |
| Intestinal anti-inflammatory agents | corticosteroids acting locally (Prednisolone, Hydrocortisone, Prednisone, Betamethasone, Tixocortol, Budesonide, Beclometasone)
antiallergic agents, excluding corticosteroids (Cromoglicic acid) aminosalicylic acid and similar agents (Sulfasalazine, Mesalazine, Olsalazine, Balsalazide) |
| Antidiarrheal micro-organisms | Saccharomyces boulardii |
| Other antidiarrheals | Albumin tannate - Ceratonia - Racecadotril |
Antibacterials for systemic use: aminoglycosides (J01G) | |
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| -mycin (Streptomyces) | Streptomycin • Neomycin (Framycetin, Paromomycin, Ribostamycin) • Kanamycin (Amikacin, Dibekacin, Tobramycin) • Hygromycin B • Spectinomycin |
| -micin (Micromonospora) | Gentamicin (Netilmicin, Sisomicin, Isepamicin) • Verdamicin |
Acknowledgement and Attribution Regarding Sources of Content
Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .
