Literature DB >> 35873104

Canavanine versus arginine: Prospects for cell-penetrating peptides.

Lindsey O Calabretta1, Vienna M Thomas2, Ronald T Raines1.   

Abstract

Octanol-water partitioning experiments in the presence of carboxylate-, phosphate-, and sulfate-containing anionic lipids revealed that Ac-Cav-NH2 (where Cav refers to δ-oxa-arginine) partitions less into octanol than does Ac-Arg-NH2, suggesting that a cell-penetrating peptide based on canavanine would be relatively ineffective.

Entities:  

Year:  2022        PMID： 35873104      PMCID： PMC9302579          DOI： 10.1016/j.tetlet.2022.153848

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.032


  25 in total

Review 1.  Protein transduction: unrestricted delivery into all cells?

Authors:  S R Schwarze; K A Hruska; S F Dowdy
Journal:  Trends Cell Biol       Date:  2000-07       Impact factor: 20.808

2.  Small-molecule mimics of an alpha-helix for efficient transport of proteins into cells.

Authors:  Masahiro Okuyama; Heike Laman; Sarah R Kingsbury; Cristina Visintin; Elisabetta Leo; Kathryn Leigh Eward; Kai Stoeber; Chris Boshoff; Gareth H Williams; David L Selwood
Journal:  Nat Methods       Date:  2007-01-14       Impact factor: 28.547

3.  Covalent attachment of cyclic TAT peptides to GFP results in protein delivery into live cells with immediate bioavailability.

Authors:  Nicole Nischan; Henry D Herce; Francesco Natale; Nina Bohlke; Nediljko Budisa; M Cristina Cardoso; Christian P R Hackenberger
Journal:  Angew Chem Int Ed Engl       Date:  2014-12-17       Impact factor: 15.336

Review 4.  Cell Penetrating Peptides: A Promising Tool for the Cellular Uptake of Macromolecular Drugs.

Authors:  Peipei Zhu; Lan Jin
Journal:  Curr Protein Pept Sci       Date:  2018       Impact factor: 3.272

Review 5.  Cell-penetrating peptides: design, synthesis, and applications.

Authors:  Dana Maria Copolovici; Kent Langel; Elo Eriste; Ülo Langel
Journal:  ACS Nano       Date:  2014-02-28       Impact factor: 15.881

6.  A dipeptide with enhanced anion binding affinity enables cell uptake and protein delivery.

Authors:  Mao Li; Stefanie Mosel; Shirley K Knauer; Carsten Schmuck
Journal:  Org Biomol Chem       Date:  2018-03-28       Impact factor: 3.876

7.  Effect of Preorganized Charge-Display on the Cell-Penetrating Properties of Cationic Peptides.

Authors:  Yvonne A Nagel; Philipp S Raschle; Helma Wennemers
Journal:  Angew Chem Int Ed Engl       Date:  2016-11-30       Impact factor: 15.336

8.  In vitro incorporation of L-canavanine into vitellogenin of the fat body of the migratory locust Locusta migratoria migratorioides.

Authors:  M Pines; G A Rosenthal; S W Applebaum
Journal:  Proc Natl Acad Sci U S A       Date:  1981-09       Impact factor: 11.205

9.  Canavanine incorporation into the antibacterial proteins of the fly, Phormia terranovae (Diptera), and its effect on biological activity.

Authors:  G A Rosenthal; J Lambert; D Hoffmann
Journal:  J Biol Chem       Date:  1989-06-15       Impact factor: 5.157

10.  Role of membrane potential and hydrogen bonding in the mechanism of translocation of guanidinium-rich peptides into cells.

Authors:  Jonathan B Rothbard; Theodore C Jessop; Richard S Lewis; Bryce A Murray; Paul A Wender
Journal:  J Am Chem Soc       Date:  2004-08-11       Impact factor: 15.419
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