Amikacin

• CAT Number: R022071
• CAS Number: 37517-28-5
• Molecular Formula: C22H43N5O13
• Molecular Weight: 585.60
• Purity: ≥95%
• Synonyms: (S)-O-3-Amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[6-amino-6-deoxy-α-D-glucopyranosyl-(1→4)]-N1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-D-streptamine; 1-N-[L-(-)-γ-Amino-α-hydroxybutyryl]kanamycin A; Amicacin; Amikacillin; Amikacin; Amikozit; Amukin; A
• Target: Antibiotic
• Solubility: >10.5mg/mL in DMSO
• Storage: Store at -20C
• IUPAC Name: (2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxybutanamide
• InChI: InChI=1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1
• InChIKey: LKCWBDHBTVXHDL-RMDFUYIESA-N
• SMILES: C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1NC(=O)[C@H](CCN)O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)N)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)O)N

Amikacin（Cat No.:R022071）is a broad-spectrum aminoglycoside antibiotic effective against a variety of Gram-negative and some Gram-positive bacteria, particularly those resistant to other antibiotics. It functions by binding to bacterial ribosomal RNA, disrupting protein synthesis, which ultimately leads to cell death. Amikacin is commonly used in treating severe infections like septicemia, respiratory, urinary tract, and abdominal infections. Its stability against bacterial enzymes grants it effectiveness against resistant strains, making it invaluable in treating multi-drug-resistant infections and in clinical studies aimed at combating antibiotic resistance.

Reference

Davis, Bernard D. /Mechanism of Bactericidal Action of Aminoglycosides./Microbiological Reviews 51.3 (1987): 341-50.