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Literature DB >> 21043514

Generation of endosomolytic reagents by branching of cell-penetrating peptides: tools for the delivery of bioactive compounds to live cells in cis or trans.

Alfredo M Angeles-Boza¹, Alfredo Erazo-Oliveras, Ya-Jung Lee, Jean-Philippe Pellois.

Abstract

We describe the synthesis and cellular delivery properties of multivalent and branched delivery systems consisting of cell-penetrating peptides assembled onto a peptide scaffold using native chemical ligation. A trimeric delivery system presenting three copies of the prototypical cell-penetrating peptide TAT shows an endosomolytic activity much higher than its monomeric and dimeric counterparts. This novel reagent promotes the endosomal release of macromolecules internalized into cells by endocytosis, and as a result, it can be used to achieve cytosolic delivery of bioactive but cell-impermeable macromolecules in either cis (covalent conjugation) or trans (simple coincubation).

Entities: CellLine Chemical Disease Gene Species

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Year: 2010 PMID： 21043514 PMCID： PMC3074029 DOI： 10.1021/bc100130r

Source DB: PubMed Journal: Bioconjug Chem ISSN： 1043-1802 Impact factor: 4.774

19 in total

1. Translocation of branched-chain arginine peptides through cell membranes: flexibility in the spatial disposition of positive charges in membrane-permeable peptides.

Authors: Shiroh Futaki; Ikuhiko Nakase; Tomoki Suzuki; Zhang Youjun; Yukio Sugiura
Journal: Biochemistry Date: 2002-06-25 Impact factor: 3.162

2. Synthesis and use of a pseudo-cysteine for native chemical ligation.

Authors: David A Alves; Dirk Esser; Robert J Broadbridge; Andrew P G Beevers; Christopher P Chapman; Clare E Winsor; Jason R Betley
Journal: J Pept Sci Date: 2003-04 Impact factor: 1.905

Review 3. Tat peptide-mediated cellular delivery: back to basics.

Authors: Hilary Brooks; Bernard Lebleu; Eric Vivès
Journal: Adv Drug Deliv Rev Date: 2005-01-06 Impact factor: 15.470

4. Direct and rapid cytosolic delivery using cell-penetrating peptides mediated by pyrenebutyrate.

Authors: Toshihide Takeuchi; Michie Kosuge; Akiko Tadokoro; Yukio Sugiura; Mayumi Nishi; Mitsuhiro Kawata; Naomi Sakai; Stefan Matile; Shiroh Futaki
Journal: ACS Chem Biol Date: 2006-06-20 Impact factor: 5.100

Review 5. The importance of valency in enhancing the import and cell routing potential of protein transduction domain-containing molecules.

Authors: Michael Sung; Gregory M K Poon; Jean Gariépy
Journal: Biochim Biophys Acta Date: 2005-12-21

6. Probing the impact of valency on the routing of arginine-rich peptides into eukaryotic cells.

Authors: Kim S Kawamura; Michael Sung; Eleonora Bolewska-Pedyczak; Jean Gariépy
Journal: Biochemistry Date: 2006-01-31 Impact factor: 3.162

7. A peptide-based dendrimer that enhances the splice-redirecting activity of PNA conjugates in cells.

Authors: Fatouma Said Hassane; Gabriela D Ivanova; Eleonora Bolewska-Pedyczak; Rachida Abes; Andrey A Arzumanov; Michael J Gait; Bernard Lebleu; Jean Gariépy
Journal: Bioconjug Chem Date: 2009-07-10 Impact factor: 4.774

8. De novo antimicrobial peptides with low mammalian cell toxicity.

Authors: M M Javadpour; M M Juban; W C Lo; S M Bishop; J B Alberty; S M Cowell; C L Becker; M L McLaughlin
Journal: J Med Chem Date: 1996-08-02 Impact factor: 7.446

9. Synthesis of proteins by native chemical ligation.

Authors: P E Dawson; T W Muir; I Clark-Lewis; S B Kent
Journal: Science Date: 1994-11-04 Impact factor: 47.728

10. Transducible TAT-HA fusogenic peptide enhances escape of TAT-fusion proteins after lipid raft macropinocytosis.

Authors: Jehangir S Wadia; Radu V Stan; Steven F Dowdy
Journal: Nat Med Date: 2004-02-08 Impact factor: 53.440

22 in total

1. Multiple triphenylphosphonium cations as a platform for the delivery of a pro-apoptotic peptide.

Authors: Netanel Kolevzon; Uriel Kuflik; Miriam Shmuel; Sandrine Benhamron; Israel Ringel; Eylon Yavin
Journal: Pharm Res Date: 2011-06-02 Impact factor: 4.200

2. Endosomal escape efficiency of fusogenic B18 and B55 peptides fused with anti-EGFR single chain Fv as estimated by nuclear translocation.

Authors: Keisuke Niikura; Kenichi Horisawa; Nobuhide Doi
Journal: J Biochem Date: 2015-09-02 Impact factor: 3.387

3. The Late Endosome and Its Lipid BMP Act as Gateways for Efficient Cytosolic Access of the Delivery Agent dfTAT and Its Macromolecular Cargos.

Authors: Alfredo Erazo-Oliveras; Kristina Najjar; Dat Truong; Ting-Yi Wang; Dakota J Brock; Austin R Prater; Jean-Philippe Pellois
Journal: Cell Chem Biol Date: 2016-05-05 Impact factor: 8.116

4. Cytosolic Delivery of Macromolecules in Live Human Cells Using the Combined Endosomal Escape Activities of a Small Molecule and Cell Penetrating Peptides.

Authors: Jason Allen; Kristina Najjar; Alfredo Erazo-Oliveras; Helena M Kondow-McConaghy; Dakota J Brock; Kristin Graham; Elizabeth C Hager; Andrea L J Marschall; Stefan Dübel; Rudolph L Juliano; Jean-Philippe Pellois
Journal: ACS Chem Biol Date: 2019-10-31 Impact factor: 5.100

Review 5. Endosomal Escape and Cytosolic Penetration of Macromolecules Mediated by Synthetic Delivery Agents.

Authors: Dakota J Brock; Helena M Kondow-McConaghy; Elizabeth C Hager; Jean-Philippe Pellois
Journal: Bioconjug Chem Date: 2018-12-06 Impact factor: 4.774

6. Delivery of Proteins, Peptides or Cell-impermeable Small Molecules into Live Cells by Incubation with the Endosomolytic Reagent dfTAT.

Authors: Kristina Najjar; Alfredo Erazo-Oliveras; Jean-Philippe Pellois
Journal: J Vis Exp Date: 2015-09-02 Impact factor: 1.355

7. Improved bioactivity of antimicrobial peptides by addition of amino-terminal copper and nickel (ATCUN) binding motifs.

Authors: M Daben Libardo; Jorge L Cervantes; Juan C Salazar; Alfredo M Angeles-Boza
Journal: ChemMedChem Date: 2014-05-06 Impact factor: 3.466