AMINOSIDINE
Aminosidine (paromomycin) is an aminoglycoside antibiotic used for intestinal infections and leishmaniasis. Side effects include ototoxicity, nephrotoxicity, and gastrointestinal upset.
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Product Description
Mechanism of action
Aminosidine (paromomycin) binds irreversibly to the A‑site of the 30S ribosomal subunit, causing misreading of mRNA and inhibition of protein synthesis in susceptible bacteria and protozoa. The interaction stabilises non-productive tRNA–mRNA alignment, ultimately leading to cell death.
Benefits and advantages
Unique in its additional antiprotozoal activity, especially against Leishmania species. Its poor systemic absorption when given orally makes it useful for intestinal infections and research on luminal antimicrobials.
Side effects and risks
Nephrotoxicity, ototoxicity, vestibular dysfunction and gastrointestinal irritation. Requires antimicrobial‑grade handling and exposure control.
Datasheet
| Molecular Formula | C23H45N5O14 |
|---|---|
| Molecular Weight | 615.6 g/mol |
| CAS Number | 7542-37-2 |
| Storage Condition | Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light. |
| Solubility | 7.97e+01 g/L |
| Purity | Purity information is available upon request (COA). |
| Synonym | paromomycin; Aminosidin; catenulin; Monomycin A; Neomycin E |
| IUPAC/Chemical Name | (2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(2R,3S,4R,5S)-5-[(1R,2R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol |
| InChl Key | UOZODPSAJZTQNH-LSWIJEOBSA-N |
| InChl Code | InChI=1S/C23H45N5O14/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22/h5-23,29-36H,1-4,24-28H2/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1 |
| References |
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