Literature DB >> 16305256

Polypeptide helices in hybrid peptide sequences.

Kuppanna Ananda1, Prema G Vasudev, Anindita Sengupta, K Muruga Poopathi Raja, Narayanaswamy Shamala, Padmanabhan Balaram.   

Abstract

A new class of polypeptide helices in hybrid sequences containing alpha-, beta-, and gamma-residues is described. The molecular conformations in crystals determined for the synthetic peptides Boc-Leu-Phe-Val-Aib-betaPhe-Leu-Phe-Val-OMe 1 (betaPhe: (S)-beta3-homophenylalanine) and Boc-Aib-Gpn-Aib-Gpn-OMe 2(Gpn: 1-(aminomethyl)cyclohexaneacetic acid) reveal expanded helical turns in the hybrid sequences (alpha alphabeta)n and (alphagamma)n. In 1, a repetitive helical structure composed of C14 hydrogen-bonded units is observed, whereas 2 provides an example of a repetitive C12 hydrogen-bonded structure. Using experimentally determined backbone torsion angles for the hydrogen-bonded units formed by hybrid sequences, we have generated energetically favorable hybrid helices. Conformational parameters are provided for C11, C12, C13, C14, and C15 helices in hybrid sequences.

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Year:  2005        PMID： 16305256     DOI： 10.1021/ja055799z

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  8 in total

Review 1.  Foldamers as versatile frameworks for the design and evolution of function.

Authors:  Catherine M Goodman; Sungwook Choi; Scott Shandler; William F DeGrado
Journal:  Nat Chem Biol       Date:  2007-05       Impact factor: 15.040

Review 2.  Expanding the polypeptide backbone: hydrogen-bonded conformations in hybrid polypeptides containing the higher homologues of alpha-amino acids.

Authors:  Sunanda Chatterjee; Rituparna Sinha Roy; P Balaram
Journal:  J R Soc Interface       Date:  2007-08-22       Impact factor: 4.118

3.  Helix formation in preorganized beta/gamma-peptide foldamers: hydrogen-bond analogy to the alpha-helix without alpha-amino acid residues.

Authors:  Li Guo; Aaron M Almeida; Weicheng Zhang; Andrew G Reidenbach; Soo Hyuk Choi; Ilia A Guzei; Samuel H Gellman
Journal:  J Am Chem Soc       Date:  2010-06-16       Impact factor: 15.419

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.  Foldamers with heterogeneous backbones.

Authors:  W Seth Horne; Samuel H Gellman
Journal:  Acc Chem Res       Date:  2008-07-01       Impact factor: 22.384

6.  New preorganized γ-amino acids as foldamer building blocks.

Authors:  Li Guo; Weicheng Zhang; Ilia A Guzei; Lara C Spencer; Samuel H Gellman
Journal:  Org Lett       Date:  2012-05-08       Impact factor: 6.005

7.  Diverse Impacts on Prokaryotic and Eukaryotic Membrane Activities from Hydrophobic Subunit Variation Among Nylon-3 Copolymers.

Authors:  Leslie A Rank; Anurag Agrawal; Lei Liu; Yanyu Zhu; Mainak Mustafi; James C Weisshaar; Samuel H Gellman
Journal:  ACS Chem Biol       Date:  2020-12-11       Impact factor: 5.100

8.  The tripeptide N-Cbz-βGly-Gly-Gly-Obz.

Authors:  Sumesh Nicholas
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-03-14
  8 in total

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