TABLE 4.

Thermodynamic profiles for protonation of the five paromomycin amino groups at 25°C

Amino group	* (kcal/mol)	† (cal/mol K)	‡ (kcal/mol)
1	−15.8 ± 3.4	−15.4 ± −11.7	−11.2 ± 0.1
3	−9.0 ± 0.1	+0.3 ± 1.0	−8.9 ± 0.1
2′	−11.5 ± 5.0	−1.7 ± 17.1	−11.0 ± 0.1
2‴	−5.4 ± 1.7	+18.1 ± 6.0	−10.8 ± 0.1
6‴	−9.4 ± 0.1	+10.4 ± 0.7	−12.5 ± 0.1

^*Values of were determined as described in the footnote to Table 3.

^†Values of were determined using Eq. 9 and the corresponding values of and The indicated uncertainties reflect the maximum errors in and as propagated through Eq. 9.

^‡Values of were determined using Eq. 8 and the corresponding NMR-derived value of pK_a. The indicated uncertainties reflect the maximum errors in pK_a as propagated through Eq. 8.