Table 3.
Analytical data of the investigated peptides. Square brackets indicate sites of cyclization by disulfide bonds or thioacetals. Methyl groups in the sequence indicate a thioacetal between the two side-chain sulfur atoms in the respective peptide.
| Compound Number | Sequence | Mmono | Mobs | tR/%B | tR/%B | Purity |
|---|---|---|---|---|---|---|
| 1 | YFPGQFAFS | 1062.5 | 1063.5 | 41.7 a | 30.2 b | >95 |
| 1T | Tam-YFPGQFAFS | 1474.6 | 1475.6 | 50.5 a | 43.8 c | >95 |
| 1TEG4 | Tam-EG(4)-YFPGQFAFS | 1721.7 | 1722.7 | 51.0 a | 40.5 b | >95 |
| 2T | Tam-YFP(cQFCFS) | 1550.6 | 1551.6 | 54.2 a | 48.4 c | >95 |
| 3T | Tam-YFP(c(CH2)QFCFS) | 1564.6 | 1565.5 | 53.8 a | 48.5 c | >95 |
| 4 | YFP(cQFAFC) | 1122.4 | 1123.4 | 46.5 a | 34.2 b | >95 |
| 4T | Tam-YFP(cQFAFC) | 1534.6 | 1535.6 | 54.4 a | 47.9 c | >95 |
| 5 | YFP(c(CH2)QFAFC) | 1136.5 | 1137.5 | 45.5 a | 36.0 c | >95 |
| 5T | Tam-YFP(c(CH2)QFAFC) | 1548.6 | 1549.6 | 53.6 a | 48.2 c | >95 |
| 6 | YFP(c(CH2)QFAFX) | 1150.5 | 1151.5 | 46.1 a | 37.4 b | >95 |
| 6T | Tam-YFP(c(CH2)QFAFX) | 1562.6 | 1563.6 | 55.0 a | 43.9 b | >95 |
| 7T | YFP(cQFK(Tam)FC) | 1591.6 | 1592.6 | 49.1 a | 42.6 c | >95 |
| 8T | yFP(cQFK(Tam)FC) | 1591.6 | 1592.7 | 50.1 a | 15.9 b | >95 |
| 9 | YFP(xQFAFC) | 1136.4 | 1137.5 | 45.6 a | 34.3 b | >95 |
| 10 | yFP(c(CH2)QFAFX) | 1150.5 | 1151.4 | 47.9 a | 36.1 b | >95 |
| 11 | GFLGYFP(xQFAFC) | 1552.6 | 1553.6 | 48.1 a | 37.6 b | >95 |
| 12 | EG(4)-YFP(xQFAFC) | 1383.6 | 1384.6 | 47.4 a | 37.4 b | >95 |
| 12T | Tam-EG(4)-YFP(xQFAFC) | 1795.7 | 1796.7 | 48.6 a | 38.6 b | >95 |
| 13T | Tam-EG(4)-YFPGQFAAS | 1233.6 | 1234.6 | 47.5 a | 36.8 b | >95 |
| 14 | Mtx-GFLGK(Ac)YFPGQFAFS | 2042.9 | 2043.9 | 42.8/43.1 a | 38.3/38.6 b | >95 |
| 15 | Mtx-GFLGK(Ac)YFP(xQFAFC) | 2116.9 | 2117.9 | 39.4/40 a | 35/35.6 b | >95 |
tR: Elution in RP-HPLC with a linear gradient of 20–70% B in A over 40 min with a flow rate of 1.0 mL/min on a Jupiter 4 µm Proteo 90 Å C12 column, b flow rate 1.55 mL/min on an Aeris 3.6 µm 100 Å XB-C18 column, or c flow rate 1.55 mL/min on a Kinetex 5 µm biphenyl 100 Å column. TA: Thioacetal; X: Homocysteine; Tam: 6-carboxy tetramethylrhodamine. EG(4): polyethylene glycol with four ethylene glycol units.