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  • Title: A novel side-chain-linked antiparallel cyclic dimer of enkephalin.
    Author: Schiller PW, Nguyen TM, Lemieux C, Maziak LA.
    Journal: FEBS Lett; 1985 Oct 28; 191(2):231-4. PubMed ID: 2996933.
    Abstract:
    The dimeric cyclic enkephalin analog, (H-Tyr-D-Lys-Gly-Phe-Glu-NH2)2, was isolated as a second major component from the crude product obtained in a solid-phase synthesis of the corresponding cyclic monomer, H-Tyr-D-Lys-Gly-Phe-Glu-NH2. In comparison with [Leu5]enkephalin the cyclic dimer is about equipotent in assays representative for mu-opioid receptor interactions and 1/10 as potent at the delta-receptor. The fact that the enkephalin dimer shows a receptor selectivity pattern distinct from that of the cyclic monomer and of the corresponding linear analog suggests that cyclodimerization via side-chain linkages might be generally useful as a means to produce shifts in the activity profiles of peptide hormones and neurotransmitters.
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