Abstract
A would-be amide: A 1,4-disubstituted 1,2,3-triazole was used as a surrogate for a trans amide bond to create a library of 16 diastereomeric pseudotetrapeptides as beta-turn mimetics. High-resolution structural analysis indicated that these scaffolds adopt distinct, rigid, conformationally homogeneous beta-turn-like structures (see example), some of which bind somatostatin receptor subtypes selectively, and some of which show broad-spectrum activity.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Crystallography, X-Ray
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Drug Design*
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Heterocyclic Compounds / chemical synthesis
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Heterocyclic Compounds / chemistry*
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Humans
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Molecular Conformation
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Oligopeptides / chemistry*
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Protein Binding
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Protein Isoforms / chemistry
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Protein Isoforms / metabolism
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Receptors, Somatostatin / chemistry*
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Receptors, Somatostatin / metabolism
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Somatostatin / analogs & derivatives*
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Stereoisomerism
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Structure-Activity Relationship
Substances
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Heterocyclic Compounds
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Oligopeptides
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Protein Isoforms
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Receptors, Somatostatin
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Somatostatin