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• W2040697767 abstract "Abstract Two analogs of dynorphin A-(1–13)-tridecapeptide ( 1 ) were prepared by conventional synthesis in solution with isolation and characterization of intermediates. In [Phe8,12, Lys10]-dynorphin A-(1–13)-tr1decapeptide ( 2 ), the helix-breaking residue Pro-10 was replaced by Lys-10, and Ile-8 and Leu-12 were replaced by Phe. In [Phe8,12]dynorphin A-(1–13)-tridecapeptide ( 2a ), Pro-10 was retained. Analog 2 was expected, and shown by CD and IR, to assume an α-helical structure in 2,2,2-trifluoroethanol that was longer than the helices of 1 and 2a . In contact with a hydrophilic-hydrophobic interface or on a lipid membrane, 2 and 2a were predicted to insert their N-termini into the more hydrophobic phase as perpendicularly oriented α-helica1 nonapeptide domains, residues 10–13 remaining in the aqueous phase as random coils. The results of IR-ATR studies with 2 on flat, macroscopic, 1-palmitoyl-2-oleoyl- sn -glycero-3-phosphatidylcholme membranes confirmed the predicted structure, which is also typical of 1 . The hydrophobic dissociation constant estimated for the interaction of 2 with an aqueous-hydrophobic interface (2.9 × 10-6 M) was consistent with the binding data obtained by capacitance minimization for the binding of 2 to dioleoylphosphatidylcholine membranes. The strong affinity of 2 and 2a for opioid κ-receptors in guinea-pig brain homogenates agreed with the postulated membrane structures and affinities. However, 2 was bound more strongly to opioid δ-receptors than 1 and 2a . A tentative explanation of the enhanced δ-selection was based on similarities of 2 with β-endorphin." @default.
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• W2040697767 title "Membrane-assisted receptor subtype selection: synthesis, membrane structure, and opioid receptor affinity of [Phe8,12]- and [Phe8,12, Lys10]dynorphin-(1–13)-tridecapeptide" @default.
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• W2040697767 doi "https://doi.org/10.1016/s0040-4020(01)86112-3" @default.
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