Literature DB >> 15771489

Effects of conformational stability and geometry of guanidinium display on cell entry by beta-peptides.

Terra B Potocky1, Anant K Menon, Samuel H Gellman.   

Abstract

We have used our ability to control beta-peptide secondary structure in order to explore the effects of conformational stability and geometry of guanidinium display on cell entry. Both of these factors affect the rate and relative amount of beta-peptide accumulation in the cytoplasm and nucleus of live HeLa cells. These beta-peptides do not show significant differences in cell surface binding, implying that structure and guanidinium display are important in a later step in cell entry than initial surface binding.

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Year:  2005        PMID: 15771489     DOI: 10.1021/ja042566j

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


  18 in total

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Journal:  Curr Opin Chem Biol       Date:  2007-11-07       Impact factor: 8.822

Review 2.  The design of guanidinium-rich transporters and their internalization mechanisms.

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Journal:  Adv Drug Deliv Rev       Date:  2007-11-09       Impact factor: 15.470

3.  Cell-permeable beta-peptide inhibitors of p53/hDM2 complexation.

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Journal:  Chembiochem       Date:  2009-04-17       Impact factor: 3.164

4.  Inhibition of herpes simplex virus type 1 infection by cationic beta-peptides.

Authors:  Radeekorn Akkarawongsa; Terra B Potocky; Emily P English; Samuel H Gellman; Curtis R Brandt
Journal:  Antimicrob Agents Chemother       Date:  2008-04-07       Impact factor: 5.191

5.  Dimeric cationic amphiphilic polyproline helices for mitochondrial targeting.

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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

7.  Synthesis of conformationally preorganized and cell-permeable guanidine-based gamma-peptide nucleic acids (gammaGPNAs).

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Journal:  J Org Chem       Date:  2009-02-20       Impact factor: 4.354

Review 8.  Emerging Methods and Design Principles for Cell-Penetrant Peptides.

Authors:  Leila Peraro; Joshua A Kritzer
Journal:  Angew Chem Int Ed Engl       Date:  2018-08-17       Impact factor: 15.336

9.  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

10.  One-pot efficient synthesis of N(α)-urethane-protected β- and γ-amino acids.

Authors:  Marta Cal; Mariusz Jaremko; Łukasz Jaremko; Piotr Stefanowicz
Journal:  Amino Acids       Date:  2012-12-19       Impact factor: 3.520

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