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 |