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Product Description
Mechanism of action
Apramycin sulfate is an aminoglycoside antibiotic that binds to the bacterial 30S ribosomal subunit, inducing misreading of mRNA and interrupting protein synthesis. Its unique bicyclic sugar structure confers activity against multidrug‑resistant Gram‑negative organisms and certain mycoplasma species.
Benefits and advantages
Used in veterinary antimicrobial studies, ribosomal binding research, efflux pump inhibition modelling, and resistance mechanism profiling. Its unusual structure provides comparative insight into aminoglycoside SAR (structure–activity relationships).
Side effects and risks
Risk of nephrotoxicity, ototoxicity, neuromuscular blockade, and GI upset. Requires antimicrobial‑grade containment.
Datasheet
| Molecular Formula | C21H43N5O15S |
|---|---|
| Molecular Weight | 637.7 g/mol |
| CAS Number | 65710-07-8 |
| Storage Condition | Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light. |
| Solubility | Solubility depends on solvent and conditions (e.g., pH). Please contact us for solvent-specific guidance. |
| Purity | Purity information is available upon request (COA). |
| Synonym | Apramycin sulfate; 65710-07-8; Apramycin sulphate; 8UYL6NAZ3Q; Apralan |
| IUPAC/Chemical 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 |
| InChl Key | WGLYHYWDYPSNPF-RQFIXDHTSA-N |
| InChl Code | InChI=1S/C21H41N5O11.H2O4S/c1-26-11-14(30)18-8(33-20(11)37-21-16(32)13(29)10(25)9(4-27)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)12(28)15(17)31;1-5(2,3)4/h5-21,26-32H,2-4,22-25H2,1H3;(H2,1,2,3,4)/t5-,6+,7-,8+,9-,10-,11+,12+,13+,14-,15-,16-,17-,18+,19+,20-,21-;/m1./s1 |
| References |
3D Conformer.
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