Table 1.
m/za (M + H)+ |
HPLCb log k |
TLCc (Rf) |
||||||
---|---|---|---|---|---|---|---|---|
no. | sequence | obsd (ESI) | calcd | (A) | (B) | (I) | (II) | (III) |
1 | H-Tyr-d-Ala-Gly-Phe-Phe-Pro-Leu-Trp-O-3,5-Bzl(CF3)2 (TY003) | 1226.5139 | 1226.5151 | 20.12 | 11.75 | 0.16 | 0.77 | 0.82 |
2 | H-Tyr-d-Ala-Gly-Phe-d-Phe-Pro-Leu-Trp-O-3,5-Bzl(CF3)2 (TY007) | 1226.5127 | 1226.5151 | 20.95 | 13.26 | 0.19 | 0.72 | 0.88 |
3 | H-Tyr-d-Ala-Gly-Phe-Gly-Pro-Leu-Trp-O-3,5-Bzl(CF3)2 (TY006) | 1136.4745 | 1136.4681 | 18.46 | 10.16 | 0.04 | 0.45 | 0.72 |
4 | H-Tyr-d-Ala-Gly-Phe-Leu-Pro-Leu-Trp-O-3,5-Bzl(CF3)2 (TY004) | 1192.5286 | 1192.5307 | 19.51 | 11.42 | 0.23 | 0.81 | 0.79 |
5 | H-Tyr-d-Ala-Gly-Phe-Met-Pro-Leu-Trp-O-3,5-Bzl(CF3)2 (TY005) | 1210.4810 | 1210.4871 | 19.21 | 11.14 | 0.14 | 0.73 | 0.79 |
6 | H-Tyr-d-Ala-Gly-Phe-Met(O)-Pro-Leu-Trp-O-3,5-Bzl(CF3)2 (TY023) | 1226.4786 | 1226.4820 | 16.91 | 9.49 | 0.06 | 0.44 | 0.62 |
7 | H-Tyr-d-Ala-Gly-Phe-Nle-Pro-Leu-Trp-O-3,5-Bzl(CF3)2 (TY018) | 1192.5291 | 1192.5307 | 19.70 | 11.64 | 0.21 | 0.79 | 0.82 |
8 | H-Tyr-d-Ala-Gly-Phe-N-Me-Nle-Pro-Leu-Trp-O-3,5-Bzl(CF3)2 (TY019) | 1206.5489 | 1206.5464 | 19.94 | 11.94 | 0.20 | 0.79 | 0.85 |
High-resolution mass spectroscopy using electrospray ionization method.
HPLC log k′ = log [(peptide retention time — solvent retention time)/solvent retention time]. (A) 10−90% of acetonitrile containing 0.1% TFA within 40 min and up to 95% within additional 5 min, 1 mL/min, (B) 30−70% of acetonitrile containing 0.1% TFA within 20 min and up to 95% within additional 5 min, 1 mL/min.
(I) CHCl3:MeOH:AcOH = 90:10:3, (II) EtOAc:n-BuOH:water:AcOH = 5:3:1:1, (III) n-BuOH:water:AcOH = 4:1:1.