Sequences of model peptides synthesizeda.
| Entry | A | B | % |
|---|---|---|---|
| 1 | Ac-DTTAD′A-NH2 | H-SNVKAQFL-NH2 | 78.2b, 36.6c |
| 2 | Ac-SRQQGESNQERGARD′RL-NH2 | H-SKAKL-NH2 | 80.0b, 39.4c |
| 3 | Ac-D′SERVELRKLQDV-NH2 | H-SKAKL-NH2 | 95.0b, 39.1c |
| 4 | H-VIGGVGD′N-NH2 | H-TLHAPTD-OH | 89.6b, 32.8c |
| 5 | Ac-DTTAD′A-NH2 | Ac-(K–S)SKAKL-NH2 | 90.5b, 48.5c |
| 6 | Ac-SRQQGESNQERGARD′RL-NH2 | Ac-(K–S)SKAKL-NH2 | 91.9b, 53.0c |
| 7 | Ac-SRQQGESNQERGARD′RL-NH2 | Ac-(K–S)SARKYFAGNLPE-NH2 | 95.6b, 37.4c |
| 8 | Ac-D′SERVELRKLQDV-NH2 | Ac-(K–S)SKAKL-NH2 | 88.9b, 33.3c |
| 9 | Ac-D′SERVELRKLQDV-NH2 | H-NIGTYLP(K–S)NVK-NH2 | 93.4b, 31.1c |
| 10 | Ac-D′SERVELRKLQDV-NH2 | Ac-ARE(K–S)TPEP-NH2 | >98b, 38.4c |
| 11 | Ac-LSQD′RG-NH2 | Ac-ARE(K–S)TPEP-NH2 | 91.7b, 34.7c |
D′ = Asp(benzofuran), (K–S) = Lys–Ser dipeptide.
Percentage conversion to product based on UPLC-MS analysis of the crude reaction mixture.
Isolated yield based on ligation.