Table 2. Aspartimide Formation in Other Aspartimide-Prone Peptide Sequences.
Cpd. sequencea | Fmoc deprotection reagentb | crude yieldc(%) | product ratiod (%) |
---|---|---|---|
hexapeptide 2 GDGAKF | 20% PPR | 41 | 67/32/1 |
25% DPA | 49 | 84/8/8 | |
hexapeptide 3 VKDRYI | 20% PPR | 40 | 84/8/8 |
25% DPA | 43 | 90/4/6 | |
hexapeptide 4 GDRAKF | 20% PPR | 51 | 96/3/1 |
25% DPA | 63 | 99/0/1 | |
hexapeptide 5 VKDCYI | 20% PPR | 53 | 90/5/5 |
25% DPA | 48 | 88/4/8 | |
hexapeptide 6 VKDAYI | 20% PPR | 55 | 97/1/2 |
25% DPA | 51 | 96/1/3 |
One-letter code for amino acids. C-termini are carboxamide.
SPPS was carried at 60 °C. PPR, piperidine; DPA, dipropylamine. Percentages (%) are in v/v.
Product ratio was determined by LC analysis and is given as follows: % desired product/% aspartimide/% other byproducts.