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Apramycin is an aminoglycoside antibiotic originally produced by Streptomyces. Apramycin is clinically used in veterinary medicine. This compound binds 16S rRNA of the bacterial 30S ribosomal subunit, causing conformational changes in CA and GA base pairs and inhibiting RNA translocation.
| Cas No. | 65710-07-8 |
|---|---|
| Purity | ≥98% |
| Formula | C21H41N5O11 • H2O4S |
| Formula Wt. | 637.66 |
| Chemical Name | O-4-Amino-4-deoxy-α-D-glucopyranosyl-(1->8)-O- (8R)-2-amino-2,3,7-trideoxy-7-(methylamino)-D- glycero-α-D-allo-octodialdo-1,5:8,4-dipyranosyl- (1->4)-2-deoxy-D-streptamine |
| IUPAC Name | (2R,3R,4S,5S,6S)-2-[[(2R,3S,4R,4aR,6S,7R,8aS)-7-amino-6-[(1R,2R,3S,4R, 6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-4-hydroxy-3-(methylamino)-2, 3,4,4a,6,7,8,8a-octahydropyrano[3, 2-b]pyran-2-yl]oxy]-5-amino-6-(hydroxymethyl)oxane-3,4-diol;sulfuric acid |
| Synonym | Nebramycin factor 2, EL-857, Apralan |
| Solubility | Soluble in water. |
| Appearance | Yellow/yellowish powder |
| Store Temp | 4°C |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Witek MA, Conn GL. Expansion of the aminoglycoside-resistance 16S rRNA (m1A1408) methyltransferase family: Expression and functional characterization of four hypothetical enzymes of diverse bacterial origin. Biochim Biophys Acta. 2014 Jun 22. [Epub ahead of print]. PMID: 24963996.
Choi MJ, Lim SK, Nam HM, et al. Apramycin and gentamicin resistances in indicator and clinical Escherichia coli isolates from farm animals in Korea. Foodborne Pathog Dis. 2011 Jan;8(1):119-23. PMID: 21214385.