Literature DB >> 20704401

12-Helix folding of cyclobutane beta-amino acid oligomers.

Carlos Fernandes1, Sophie Faure, Elisabeth Pereira, Vincent Théry, Valérie Declerck, Régis Guillot, David J Aitken.   

Abstract

The hexamer and octamer of trans-2-aminocyclobutane carboxylic acid were prepared and their conformational preferences studied experimentally and using molecular modeling. All observations suggest a marked preference for the folding of these oligomers into a well-defined 12-helical conformation, in both solution and the solid state.

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Year:  2010        PMID: 20704401     DOI: 10.1021/ol101267u

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  8 in total

1.  Characteristic structural parameters for the γ-peptide 14-helix: importance of subunit preorganization.

Authors:  Li Guo; Weicheng Zhang; Andrew G Reidenbach; Michael W Giuliano; Ilia A Guzei; Lara C Spencer; Samuel H Gellman
Journal:  Angew Chem Int Ed Engl       Date:  2011-05-12       Impact factor: 15.336

2.  Crystallographic characterization of 12-helical secondary structure in β-peptides containing side chain groups.

Authors:  Soo Hyuk Choi; Ilia A Guzei; Lara C Spencer; Samuel H Gellman
Journal:  J Am Chem Soc       Date:  2010-10-06       Impact factor: 15.419

Review 3.  Perspectives on conformationally constrained peptide nucleic acid (PNA): insights into the structural design, properties and applications.

Authors:  Chaturong Suparpprom; Tirayut Vilaivan
Journal:  RSC Chem Biol       Date:  2022-03-18

4.  Impact of γ-Amino Acid Residue Preorganization on α/γ-Peptide Foldamer Helicity in Aqueous Solution.

Authors:  Brian F Fisher; Samuel H Gellman
Journal:  J Am Chem Soc       Date:  2016-08-16       Impact factor: 15.419

5.  Stereoselective synthesis of perillaldehyde-based chiral β-amino acid derivatives through conjugate addition of lithium amides.

Authors:  Zsolt Szakonyi; Reijo Sillanpää; Ferenc Fülöp
Journal:  Beilstein J Org Chem       Date:  2014-11-21       Impact factor: 2.883

6.  Stereocontrolled synthesis and functionalization of cyclobutanes and cyclobutanones.

Authors:  Francesco Secci; Angelo Frongia; Pier Paolo Piras
Journal:  Molecules       Date:  2013-12-13       Impact factor: 4.411

7.  Hybrid Cyclobutane/Proline-Containing Peptidomimetics: The Conformational Constraint Influences Their Cell-Penetration Ability.

Authors:  Ona Illa; Jimena Ospina; José-Emilio Sánchez-Aparicio; Ximena Pulido; María Ángeles Abengozar; Nerea Gaztelumendi; Daniel Carbajo; Carme Nogués; Luis Rivas; Jean-Didier Maréchal; Miriam Royo; Rosa M Ortuño
Journal:  Int J Mol Sci       Date:  2021-05-11       Impact factor: 5.923

8.  An α-Helix-Mimicking 12,13-Helix: Designed α/β/γ-Foldamers as Selective Inhibitors of Protein-Protein Interactions.

Authors:  Claire M Grison; Jennifer A Miles; Sylvie Robin; Andrew J Wilson; David J Aitken
Journal:  Angew Chem Int Ed Engl       Date:  2016-07-28       Impact factor: 15.336

  8 in total

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