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Literature DB >> 11906279

Design, synthesis, and evaluation of opioid analogues with non-peptidic beta-turn scaffold: enkephalin and endomorphin mimetics.

Masakatsu Eguchi, Richard Y W Shen, J Paul Shea, Min S Lee, Michael Kahn.

Abstract

We have identified a mu-selective opioid receptor agonist without a cationic amino group in the molecule from libraries of bicyclic beta-turn peptidomimetics. The biologically active conformation of the lead is proposed to mimic an endomorphin type III 4 --> 1 beta-turn conformation.

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Year: 2002 PMID： 11906279 DOI： 10.1021/jm0155897

Source DB: PubMed Journal: J Med Chem ISSN： 0022-2623 Impact factor: 7.446

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Cited

6 in total

1. The cis-4-amino-L-proline residue as a scaffold for the synthesis of cyclic and linear endomorphin-2 analogues.

Authors: Adriano Mollica; Francesco Pinnen; Azzurra Stefanucci; Federica Feliciani; Cristina Campestre; Luisa Mannina; Anatoly P Sobolev; Gino Lucente; Peg Davis; Josephine Lai; Shou-Wu Ma; Frank Porreca; Victor J Hruby
Journal: J Med Chem Date: 2012-03-22 Impact factor: 7.446

2. Design, synthesis, and validation of a β-turn mimetic library targeting protein-protein and peptide-receptor interactions.

Authors: Landon R Whitby; Yoshio Ando; Vincent Setola; Peter K Vogt; Bryan L Roth; Dale L Boger
Journal: J Am Chem Soc Date: 2011-06-15 Impact factor: 15.419

3. Synthesis of a novel benzyl-octahydropyrazino[1,2-a]pyrimidin-6-one derivative as a convenient internal bicyclic peptidomimetic.

Authors: Byoung J Min; Xuyuan Gu; Takashi Yamamoto; Ravil R Petrov; Hongchang Qu; Yeon Sun Lee; Victor J Hruby
Journal: Tetrahedron Lett Date: 2008-03-31 Impact factor: 2.415

Design, synthesis, and evaluation of opioid analogues with non-peptidic beta-turn scaffold: enkephalin and endomorphin mimetics.

1. The cis-4-amino-L-proline residue as a scaffold for the synthesis of cyclic and linear endomorphin-2 analogues.

2. Design, synthesis, and validation of a β-turn mimetic library targeting protein-protein and peptide-receptor interactions.

3. Synthesis of a novel benzyl-octahydropyrazino[1,2-a]pyrimidin-6-one derivative as a convenient internal bicyclic peptidomimetic.

4. Comprehensive peptidomimetic libraries targeting protein-protein interactions.

Review 5. Peptidomimetics and Their Applications for Opioid Peptide Drug Discovery.

6. Toward a Universal μ-Agonist Template for Template-Based Alignment Modeling of Opioid Ligands.