Abstract
A peptidomimetic analogue of Pro-Leu-Gly-NH2 (PLG), compound 3, has been synthesized that contains a highly constrained spiro bicyclic type-II β-turn mimic. Peptidomimetic 3 enhanced the binding of the dopamine receptor agonist ADTN to dopamine receptors by 40% at 10−6 M. At this same concentration PLG enhanced the binding of ADTN by 26%. Like PLG, 3 exhibited a bell-shaped dose-response curve with the maximum effect occurring at a concentration of 10−6 M. Because of the highly rigid nature of the spiro bicyclic type-II β-turn constraint found in 3, these results lend strong support for the hypothesis that the biologically active conformation of PLG is a type-II β-turn.
Original language | English (US) |
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Pages (from-to) | 3481-3483 |
Number of pages | 3 |
Journal | Journal of medicinal chemistry |
Volume | 36 |
Issue number | 22 |
DOIs |
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State | Published - 1993 |