Literature DB >> 12003534

A cis amide bond surrogate incorporating 1,2,4-triazole.

Yukio Hitotsuyanagi1, Shuichi Motegi, Haruhiko Fukaya, Koichi Takeya.   

Abstract

A novel cis amide bond surrogate incorporating 1,2,4-triazole was designed and synthesized by the reaction of a thionotripeptide, formic hydrazide, and mercury(II) acetate. This method of surrogate formation was also applicable to a cyclic thionopeptide.

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Year:  2002        PMID： 12003534     DOI： 10.1021/jo010904i

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  11 in total

1.  Universal peptidomimetics.

Authors:  Eunhwa Ko; Jing Liu; Lisa M Perez; Genliang Lu; Amber Schaefer; Kevin Burgess
Journal:  J Am Chem Soc       Date:  2010-12-23       Impact factor: 15.419

2.  Development of small molecules designed to modulate protein-protein interactions.

Authors:  Ye Che; Bernard R Brooks; Garland R Marshall
Journal:  J Comput Aided Mol Des       Date:  2006-04-19       Impact factor: 3.686

3.  Synthetic studies toward aryl-(4-aryl-4H-[1,2,4]triazole-3-yl)-amine from 1,3-diarylthiourea as urea mimetics.

Authors:  Amarnath Natarajan; Yuhong Guo; Haribabu Arthanari; Gerhard Wagner; Jose A Halperin; Michael Chorev
Journal:  J Org Chem       Date:  2005-08-05       Impact factor: 4.354

4.  Substitution of a triazole for the central olefin in biologically active stilbenes.

Authors:  David P Stockdale; John A Beutler; David F Wiemer
Journal:  Bioorg Med Chem Lett       Date:  2022-09-09       Impact factor: 2.940

5.  Probing the bioactive conformation of an archetypal natural product HDAC inhibitor with conformationally homogeneous triazole-modified cyclic tetrapeptides.

Authors:  W Seth Horne; Christian A Olsen; John M Beierle; Ana Montero; M Reza Ghadiri
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

6.  Protein prosthesis: 1,5-disubstituted[1,2,3]triazoles as cis-peptide bond surrogates.

Authors:  Annie Tam; Ulrich Arnold; Matthew B Soellner; Ronald T Raines
Journal:  J Am Chem Soc       Date:  2007-10-03       Impact factor: 15.419

Review 7.  Strategies for synthesis of 1,2,4-triazole-containing scaffolds using 3-amino-1,2,4-triazole.

Authors:  Shima Nasri; Mohammad Bayat; Khudaidad Kochia
Journal:  Mol Divers       Date:  2021-02-19       Impact factor: 2.943

8.  1,5-Disubstituted 1,2,3-Triazoles as Amide Bond Isosteres Yield Novel Tumor-Targeting Minigastrin Analogs.

Authors:  Nathalie M Grob; Roger Schibli; Martin Béhé; Ibai E Valverde; Thomas L Mindt
Journal:  ACS Med Chem Lett       Date:  2021-03-16       Impact factor: 4.345

9.  New Synthetic Routes to Triazolo-benzodiazepine Analogues: Expanding the Scope of the Bump-and-Hole Approach for Selective Bromo and Extra-Terminal (BET) Bromodomain Inhibition.

Authors:  Matthias G J Baud; Enrique Lin-Shiao; Michael Zengerle; Cynthia Tallant; Alessio Ciulli
Journal:  J Med Chem       Date:  2015-10-01       Impact factor: 7.446

Review 10.  1,4-Disubstituted 1,2,3-Triazoles as Amide Bond Surrogates for the Stabilisation of Linear Peptides with Biological Activity.

Authors:  Lisa-Maria Rečnik; Wolfgang Kandioller; Thomas L Mindt
Journal:  Molecules       Date:  2020-08-06       Impact factor: 4.411
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