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. 2020 Aug 11;5(33):21094–21103. doi: 10.1021/acsomega.0c02744

Table 6. Average pKa Values of the Individual Nitrogen Atoms of the Indicated Aminoglycosides Determined Using 1H, 13C, and 15N HMBC NMR Spectroscopy.

  individual nitrogen atoms pKa
aminoglycoside N-1 N-3 N-2′ N-6′ N-3″ N-4‴
tobramycin 7.55 6.70 7.75 9.10 7.68  
kanamycin B 8.10 6.78 7.36 8.97 7.65  
amikacin   7.64   8.81 8.05 9.89
sisomicin 7.42 6.22 8.00 9.30 8.50  
netilmicin 8.15 6.52 8.14 9.29 8.47