Literature DB >> 19610652

Investigation of the relative cellular permeability of DNA-binding pyrrole-imidazole polyamides.

Bo Liu1, Thomas Kodadek.   

Abstract

Pyrrole-imidazole (Py-Im) polyamides are a group of chemicals that are able to bind specifically to DNA sequences in vitro and in mammalian cells. Using a cell based reporter assay, we investigated the size and linker affects on the cellular permeability of polyamides. We found that the conventional beta-alanine-3,3'-diamino-N-methyldipropylamine (betaDa) linker strongly limited the cellular permeability. We discovered that a short ethylene diamine (Et) linker displayed high cellular permeability. With the improved Et linker, we found that the cellular permeability of polyamides was size-dependent.

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Year:  2009        PMID: 19610652      PMCID: PMC2810552          DOI: 10.1021/jm9002999

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  25 in total

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Journal:  Proc Natl Acad Sci U S A       Date:  1996-07-09       Impact factor: 11.205

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Review 3.  Chemical approaches to transcriptional regulation.

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4.  A high-throughput assay for assessing the cell permeability of combinatorial libraries.

Authors:  Peng Yu; Bo Liu; Thomas Kodadek
Journal:  Nat Biotechnol       Date:  2005-05-22       Impact factor: 54.908

Review 5.  Small-molecule-based strategies for controlling gene expression.

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8.  Recognition of the four Watson-Crick base pairs in the DNA minor groove by synthetic ligands.

Authors:  S White; J W Szewczyk; J M Turner; E E Baird; P B Dervan
Journal:  Nature       Date:  1998-01-29       Impact factor: 49.962

9.  Three-step purification of glucocorticoid receptors from rat liver.

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Journal:  J Med Chem       Date:  1991-06       Impact factor: 7.446

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  12 in total

1.  Inhibition of heat shock transcription factor binding by a linear polyamide binding in an unusual 1:1 mode.

Authors:  Rongsheng E Wang; Raj K Pandita; Jianfeng Cai; Clayton R Hunt; John-Stephen Taylor
Journal:  Chembiochem       Date:  2011-12-01       Impact factor: 3.164

2.  β-Alanine and N-terminal cationic substituents affect polyamide-DNA binding.

Authors:  Beibei Liu; Shuo Wang; Karl Aston; Kevin J Koeller; Shahrzad Fanny Hakami Kermani; Carlos H Castañeda; M José Scuderi; Rensheng Luo; James K Bashkin; W David Wilson
Journal:  Org Biomol Chem       Date:  2017-11-29       Impact factor: 3.876

3.  Beyond cyclosporine A: conformation-dependent passive membrane permeabilities of cyclic peptide natural products.

Authors:  Christopher L Ahlbach; Katrina W Lexa; Andrew T Bockus; Valerie Chen; Phillip Crews; Matthew P Jacobson; R Scott Lokey
Journal:  Future Med Chem       Date:  2015-06-12       Impact factor: 3.808

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Authors:  José A Rodríguez-Martínez; Kimberly J Peterson-Kaufman; Aseem Z Ansari
Journal:  Biochim Biophys Acta       Date:  2010-09-06

5.  Pretranscriptional regulation of Tgf-beta1 by PI polyamide prevents scarring and accelerates wound healing of the cornea after exposure to alkali.

Authors:  Min Chen; Hiroyuki Matsuda; Linghua Wang; Takayoshi Watanabe; Makoto T Kimura; Jun Igarashi; Xiaofei Wang; Tohru Sakimoto; Noboru Fukuda; Mitsuru Sawa; Hiroki Nagase
Journal:  Mol Ther       Date:  2009-11-17       Impact factor: 11.454

6.  Bifunctional ligands allow deliberate extrinsic reprogramming of the glucocorticoid receptor.

Authors:  Jonas W Højfeldt; Osvaldo Cruz-Rodríguez; Yasuhiro Imaeda; Aaron R Van Dyke; James P Carolan; Anna K Mapp; Jorge A Iñiguez-Lluhí
Journal:  Mol Endocrinol       Date:  2014-01-01

Review 7.  Programmable DNA-binding small molecules.

Authors:  Meghan S Blackledge; Christian Melander
Journal:  Bioorg Med Chem       Date:  2013-04-18       Impact factor: 3.641

8.  DNA Binding Polyamides and the Importance of DNA Recognition in their use as Gene-Specific and Antiviral Agents.

Authors:  Kevin J Koeller; G Davis Harris; Karl Aston; Gaofei He; Carlos H Castaneda; Melissa A Thornton; Terri G Edwards; Shuo Wang; Rupesh Nanjunda; W David Wilson; Chris Fisher; James K Bashkin
Journal:  Med Chem (Los Angeles)       Date:  2014-02-20

9.  Polyamide-scorpion cyclam lexitropsins selectively bind AT-rich DNA independently of the nature of the coordinated metal.

Authors:  Anthony T S Lo; Noeris K Salam; David E Hibbs; Peter J Rutledge; Matthew H Todd
Journal:  PLoS One       Date:  2011-05-09       Impact factor: 3.240

10.  Structural basis of DNA duplex distortion induced by thiazole-containing hairpin polyamides.

Authors:  Giacomo Padroni; John A Parkinson; Keith R Fox; Glenn A Burley
Journal:  Nucleic Acids Res       Date:  2018-01-09       Impact factor: 16.971

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