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. 2017 Apr 26;8:93. doi: 10.3389/fendo.2017.00093

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)