Table 2.
Inhibition of the hydrolysis of model substrates by β-galactosidases from bovine liver (5 mM HEPES buffer, pH 7.50) and A. oryzae (50 mM acetate buffer, pH 5.00) in the presence of galactonoamidines 1d, 1u–y; R = -CH2-C6H4-CH3
| Compound | Glycon structure | β-galactosidase (Bovine Liver) | β-galactosidase (A. oryzae) | ||
|---|---|---|---|---|---|
| Ki ± ΔKi [nM] | IC50 [nM] | Ki ± ΔKi [nM] | IC50 [nM] | ||
| Galactonoamidines with modifications in the glycon | |||||
| 1d |
|
0.07 ± 0.01 | 57.6 | 8.0 ± 0.5 | 36 |
| 1u |
|
0.60 ± 0.07 | 850 | 2,400 ± 300 | 33,300 |
| 1v |
|
1,500 ± 220 | 10,800 | 3,400 ± 300 | 41,400 |
| 1w |
|
840 ± 60 | 9,200 | 1,400 ± 200 | 40,700 |
| Control compounds | |||||
| 1x |
|
2,000 ± 200 | > 50,000 | 150 ± 20 | 830 |
| 1y |
|
2,700 ± 260 | 8,700 | 615 ± 30 | > 50,000 |