Table 1.
Product yields of dry-down reactions of 6 cationic amino acids with hydroxy acids
| Reaction | Overall conversion (%)* | α-Amidation (%)† | Side-chain amidation (%)‡ | Lactam monomer (%) | C-terminal lactam (%) | Side-chain amidation excluding lactamization (%) | α-Amidated, side-chain free amino acid in polymers (%) |
| glc+Dpr | 28 | 3–28 | 24 | ND | ND | ND | 3 |
| glc+Dab | 58 | 44 | 25 | 14 | 5 | 6 | 33 |
| glc+Orn | 94 | 62 | 60 | 32 | 28 | ND | 34 |
| glc+Lys | 88 | 88 | 12 | ND | ND | ND | 77 |
| glc+Arg | 92 | 92 | 8 | ND | ND | ND | 85 |
| glc+His | 90 | 90 | ND | ND | ND | ND | 90 |
| lac+Lys | 76 | 76 | 7 | ND | ND | ND | 71 |
Quantitated by integration of 1H NMR peaks (see Materials and Methods). ND, not detected.
*
Overall conversion refers to the conversion of an amino acid monomer into products.
†
The extent of amidation on the α-amine, independent from the extent of side-chain amidation.
‡
The extent of amidation on the side-chain group, independent from the extent of α-amine amidation.