Table 1. Characterization of Peptides Synthesized in This Studya.
| peptide | compound ID | sequence | k’ (MeCN) | k’ (MeOH) | M (cal) | M (obs) | purity |
|---|---|---|---|---|---|---|---|
| LY2112688 | Ac-DArg-c[Cys-Glu-His-DPhe-Arg-Trp-Cys]-NH2 | 4.1 | 7.0 | 1174.5 | 1174.6 | >95% | |
| setmelanotide | Ac-Arg-c[Cys-DAla-His-DPhe-Arg-Trp-Cys]-NH2 | 4.3 | 7.1 | 1116.5 | 1116.5 | >98% | |
| 1 | MDE6-5-2c | c[Pro-His-DPhe-Arg-Trp-Dap-Ala-DPro] | 3.8 | 7.0 | 977.5 | 977.1 | >98% |
| 2 | MDE8-123cB | c[Pro-His-DPhe-Arg-Trp-Dap-Lys-DPro] | 3.6 | 7.3 | 1034.6 | 1034.8 | >99% |
| 3 | MDE9-30c | c[Pro-His-DPhe-Arg-Trp-Dap-Lys(Ac-Arg)-DPro] | 4.0 | 7.8 | 1232.7 | 1232.8 | >96% |
| 4 | COR5-117c | c[Pro-His-DPhe-Arg-Trp-Dap-Lys(Ac-Arg-Arg)-DPro] | 3.7 | 5.8 | 1388.8 | 1388.8 | >85% |
| 5 | JLB2-110c | c[Pro-His-DPhe-Arg-Trp-Dap-Lys(Ac-Arg-Arg-Arg)-DPro] | 4.3 | 7.3 | 1544.9 | 1544.9 | >99% |
| 6 | MDE5-149-2c | c[Pro-His-DPhe-Arg-Trp-Asn-Ala-Phe-DPro] | 7.0 | 11.2 | 1152.6 | 1152.5 | >95% |
| 7 | MDE8-128c | c[Pro-His-DPhe-Arg-Trp-Asn-Lys-Phe-DPro] | 6.4 | 10.4 | 1209.6 | 1209.9 | >96% |
| 8 | MDE9-39cB | c[Pro-His-DPhe-Arg-Trp-Asn-Lys(Ac-Arg)-Phe-DPro] | 5.7 | 9.4 | 1407.7 | 1407.7 | >97% |
| 9 | COR2-138c | c[Pro-His-DPhe-Arg-Trp-Asn-Lys(Ac-Arg-Arg)-Phe-DPro] | 5.4 | 8.8 | 1563.8 | 1564.1 | >99% |
| 10 | COR2-78c | c[Pro-His-DPhe-Arg-Trp-Asn-Lys(Ac-Arg-Arg-Arg)-Phe-DPro] | 5.3 | 9.1 | 1719.9 | 1720.3 | >95% |
a
HPLC k’ = [(peptide retention time – solvent retention time)/solvent retention time] in acetonitrile (MeCN; 10% acetonitrile in 0.1% trifluoroacetic acid/water and a gradient to 90% acetonitrile over 35 min) or methanol (MeOH; 10% methanol in 0.1% trifluoroacetic acid/water and a gradient to 90% methanol over 35 min). An analytical Vydac C18 column (Vydac 218TP104) was used with a flow rate of 1.5 mL/min. The peptide purity was determined by HPLC at a wavelength of 214 nm.