Abstract
Azacycloalkane turn mimics 6-9 were used to explore the relationship between conformation and biological activity of peptide ligands to the opioid receptor-like (ORL1) receptor. Three azabicyclo[x.y.0]alkane amino acids and a 5-tBuPro type VI beta-turn mimic were introduced into peptides 10-13 by solid-phase synthesis on MBHA resin. Biological examination of peptides 10-13 showed two new antagonists (10 and 12) exhibiting increased selectivity for the ORL1 receptor.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Amino Acids / chemical synthesis*
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Amino Acids / chemistry
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Amino Acids / pharmacology
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Animals
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Aza Compounds / chemical synthesis*
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Aza Compounds / chemistry
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Aza Compounds / pharmacology
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CHO Cells
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COS Cells
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Cricetinae
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Guanosine 5'-O-(3-Thiotriphosphate) / metabolism
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Ligands
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Narcotic Antagonists*
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Nociceptin Receptor
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Peptides / chemical synthesis*
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Peptides / chemistry
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Peptides / pharmacology
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Protein Structure, Secondary
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Radioligand Assay
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Receptors, Opioid / agonists
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Structure-Activity Relationship
Substances
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Amino Acids
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Aza Compounds
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Ligands
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Narcotic Antagonists
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Peptides
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Receptors, Opioid
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Guanosine 5'-O-(3-Thiotriphosphate)
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Nociceptin Receptor