Table 4.
Comparison of DOTA-NAP-d-Asp-d-Asp and DOTA-Phospho-MSH2-9 with different analogs of MSH-NAP-amide containing modifications at the C-terminal or N-terminal end or in the Nε-lysine side chain that yield different overall net charges.
| Peptide | N-terminal | C-terminal | Nε-Lys | Net charge | Reference | |
|---|---|---|---|---|---|---|
| A | {[Ac-Nle4,Asp5,d-Phe7,Lys11(DOTA)]-α-MSH4-11}-d-Asp-d-Asp-OH | Ac | d-Asp-d-Asp | DOTA | −2 | |
| B | [DOTA-Gly2,Tyr(P)3,Nle4,Asp5,d-Phe7]-α-MSH2-9 [DOTA-Phospho-MSH2-9] | DOTA | Trp-amide | – | −1 | |
| C | [DOTA-Nle4,Asp5,d-Phe7,Lys11(Suc)]-α-MSH4-11-carboxylate | DOTA | OH | Suc | −1 | (14) |
| D | [DOTA-Nle4,Asp5,d-Phe7,Lys11(Suc)]-α-MSH4-11 | DOTA | Amide | Suc | 0 | (14) |
| E | [Ac-Nle4,Asp5,d-Phe7,Lys11(DOTA)]-α-MSH4-11-carboxylate | Ac | OH | DOTA | 0 | (14) |
| F | [Ac-Nle4,Asp5,d-Phe7,Lys11(DOTA)]-α-MSH4-11 [DOTA-NAP-amide] | Ac | Amide | DOTA | +1 | (13) |
| G | [DOTA-Nle4,Asp5,d-Phe7,Lys11(Ac)]-α-MSH4-11 | DOTA | Amide | Ac | +1 | (14) |
| H | [DOTA-Nle4,Asp5,d-Phe7]-α-MSH4-11 | DOTA | Amide | H | +2 | (14) |