Literature DB >> 7001627

Bioactive conformation of luteinizing hormone-releasing hormone: evidence from a conformationally constrained analog.

R M Freidinger, D F Veber, D S Perlow, J R Brooks, R Saperstein.   

Abstract

An analog of luteinizing hormone-releasing hormone containing a gamma-lactam as a conformational constraint has been prepared with the use of a novel cyclization of a methionine sulfonium salt. The analog is more active as a luteinizing hormone-releasing hormone agonist that the parent hormone, and provides evidence for a bioactive conformation containing a beta-turn.

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Year:  1980        PMID： 7001627     DOI： 10.1126/science.7001627

Source DB:  PubMed          Journal:  Science        ISSN： 0036-8075            Impact factor:   47.728


  26 in total

Review 1.  Exploring privileged structures: the combinatorial synthesis of cyclic peptides.

Authors:  Douglas A Horton; Gregory T Bourne; Mark L Smythe
Journal:  J Comput Aided Mol Des       Date:  2002 May-Jun       Impact factor: 3.686

Review 2.  Exploring privileged structures: the combinatorial synthesis of cyclic peptides.

Authors:  Douglas A Horton; Gregory T Bourne; Mark L Smythe
Journal:  Mol Divers       Date:  2002       Impact factor: 2.943

3.  Topological side-chain classification of beta-turns: ideal motifs for peptidomimetic development.

Authors:  Tran Trung Tran; Jim McKie; Wim D F Meutermans; Gregory T Bourne; Peter R Andrews; Mark L Smythe
Journal:  J Comput Aided Mol Des       Date:  2005-11-23       Impact factor: 3.686

4.  General method for the rapid solid-phase synthesis of large numbers of peptides: specificity of antigen-antibody interaction at the level of individual amino acids.

Authors:  R A Houghten
Journal:  Proc Natl Acad Sci U S A       Date:  1985-08       Impact factor: 11.205

5.  Design, synthesis, and opioid activity of arodyn analogs cyclized by ring-closing metathesis involving Tyr(allyl).

Authors:  Wei-Jie Fang; Thomas F Murray; Jane V Aldrich
Journal:  Bioorg Med Chem       Date:  2017-11-21       Impact factor: 3.641

6.  Biomolecular information analysis in neurotransmitter systems.

Authors:  S C Brooks
Journal:  Acta Biotheor       Date:  1984       Impact factor: 1.774

7.  The low-energy conformations of gonadotropin-releasing hormone in aqueous solution.

Authors:  Matthew R Pincus; Jannie Woo; Regina Monaco; Jack Lubowsky; Matthew J Avitable; Robert P Carty
Journal:  Protein J       Date:  2014-12       Impact factor: 2.371

8.  Alkylsulfone-containing trisubstituted cyclohexanes as potent and bioavailable chemokine receptor 2 (CCR2) antagonists.

Authors:  Robert J Cherney; Ruowei Mo; Michael G Yang; Zili Xiao; Qihong Zhao; Sandhya Mandlekar; Mary Ellen Cvijic; Israel F Charo; Joel C Barrish; Carl P Decicco; Percy H Carter
Journal:  Bioorg Med Chem Lett       Date:  2014-02-21       Impact factor: 2.823

9.  Design, synthesis, and pharmacological activities of dynorphin A analogues cyclized by ring-closing metathesis.

Authors:  Wei-Jie Fang; Yanjun Cui; Thomas F Murray; Jane V Aldrich
Journal:  J Med Chem       Date:  2009-09-24       Impact factor: 7.446

10.  The conformational preferences of gamma-lactam and its role in constraining peptide structure.

Authors:  P K Paul; P A Burney; M M Campbell; D J Osguthorpe
Journal:  J Comput Aided Mol Des       Date:  1990-09       Impact factor: 3.686
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