Table 22.
Multiple examples of Aza-peptide epoxides with various leaving groups as caspases inhibitors.247
| Aza-peptide Epoxides |
k2, M−1s−1 | |||||
|---|---|---|---|---|---|---|
|
| ||||||
| EP | Casp-1 | Casp-3 | Casp-6 | Casp-8 | ||
| Cbz-Val-Ala-Asp-CH2F | 86 | - | 290 | 16000 | 7100 | 18000 |
| Cbz-Asp-Glu-Val-azaAsp-EP-R - caspase 3/7 specific sequence | ||||||
| - COOEt | 206 | S,S | 11800 | 1070000 | 5440 | 95500 |
| - CO-Phe-NH2 | 207 | S,S | 9250 | 722000 | 6140 | 29600 |
| - CONHCH2Ph | 208 | S,S | 25400 | 1090000 | 6000 | 84400 |
| - COOCH2Ph | 209 | S,S | 54700 | 1910000 | 12700 | 188000 |
| Cbz-Ile-Glu-Thr-azaAsp-EP-R - caspase 6/8 specific sequence | ||||||
| - COOEt | 210 | S,S | 12400 | 4080 | 45800 | 52800 |
| - COOCH2Ph | 211 | S,S | 45800 | 9500 | 86200 | 58500 |
| - CONHCH2Ph | 212 | R,R | 18100 | 6500 | 60100 | 6500 |
| - CO-Ala-NHCH2Ph | 213 | S,S | ND | 3050 | 38200 | 56000 |