Literature DB >> 25036716

Structural evaluation of tandem hairpin pyrrole-imidazole polyamides recognizing human telomeres.

Akiyoshi Hirata1, Kiyoshi Nokihara, Yusuke Kawamoto, Toshikazu Bando, Asuka Sasaki, Satoru Ide, Kazuhiro Maeshima, Takeshi Kasama, Hiroshi Sugiyama.   

Abstract

A polyamide containing N-methylpyrrole (Py) and N-methylimidazole (Im), designated PIPA, binds with high affinity and specificity to specific nucleotide sequences in the minor groove of double-helical DNA. Based on a recent report of the synthesis of PIPA for telomere visualization, the present paper focused on the size of the connecting part (hinge region) of two PIPA segments of the tandem hairpin PIPA, Dab(Im-Im-Py)-Py-Py-Py-Im-[Hinge]-Dab(Im-Im-Py)-Py-Py-Py-Im-βAla-NH(CH2)3N(CH3)-(CH2)3NH-[Dye]. The present paper also describes the characterization of binding by measuring the thermal melting temperature and surface plasmon resonance and by specific staining of telomeres (TTAGGG)n in human cells. Microheterogeneity was also investigated by high-resolution mass spectrometry. We found that the optimal compound as the hinge segment for telomere staining was [-NH(C2H4O)2(C2H4)CO-] with tetramethylrhodamine as the fluorescent dye.

Entities:  

Mesh:

Substances:

Year:  2014        PMID: 25036716     DOI: 10.1021/ja506058e

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


  8 in total

1.  Submolecular dissection reveals strong and specific binding of polyamide-pyridostatin conjugates to human telomere interface.

Authors:  Shankar Mandal; Yusuke Kawamoto; Zhizhou Yue; Kaori Hashiya; Yunxi Cui; Toshikazu Bando; Shankar Pandey; Mohammed Enamul Hoque; Mohammad Akter Hossain; Hiroshi Sugiyama; Hanbin Mao
Journal:  Nucleic Acids Res       Date:  2019-04-23       Impact factor: 16.971

2.  A Near-Infrared Fluorogenic Pyrrole-Imidazole Polyamide Probe for Live-Cell Imaging of Telomeres.

Authors:  Yutaro Tsubono; Yusuke Kawamoto; Takuya Hidaka; Ganesh N Pandian; Kaori Hashiya; Toshikazu Bando; Hiroshi Sugiyama
Journal:  J Am Chem Soc       Date:  2020-10-06       Impact factor: 15.419

3.  Telomere Visualization in Tissue Sections using Pyrrole-Imidazole Polyamide Probes.

Authors:  Asuka Sasaki; Satoru Ide; Yusuke Kawamoto; Toshikazu Bando; Yukinori Murata; Mari Shimura; Kazuhiko Yamada; Akiyoshi Hirata; Kiyoshi Nokihara; Tatsumi Hirata; Hiroshi Sugiyama; Kazuhiro Maeshima
Journal:  Sci Rep       Date:  2016-07-06       Impact factor: 4.379

4.  Tandem trimer pyrrole-imidazole polyamide probes targeting 18 base pairs in human telomere sequences.

Authors:  Yusuke Kawamoto; Asuka Sasaki; Kaori Hashiya; Satoru Ide; Toshikazu Bando; Kazuhiro Maeshima; Hiroshi Sugiyama
Journal:  Chem Sci       Date:  2015-01-20       Impact factor: 9.825

5.  Structural and Kinetic Profiling of Allosteric Modulation of Duplex DNA Induced by DNA-Binding Polyamide Analogues.

Authors:  Khalid Aman; Giacomo Padroni; John A Parkinson; Thomas Welte; Glenn A Burley
Journal:  Chemistry       Date:  2019-01-14       Impact factor: 5.236

6.  Telomere-specific chromatin capture using a pyrrole-imidazole polyamide probe for the identification of proteins and non-coding RNAs.

Authors:  Satoru Ide; Asuka Sasaki; Yusuke Kawamoto; Toshikazu Bando; Hiroshi Sugiyama; Kazuhiro Maeshima
Journal:  Epigenetics Chromatin       Date:  2021-10-09       Impact factor: 4.954

7.  Triptycene-based small molecules modulate (CAG)·(CTG) repeat junctions.

Authors:  Stephanie A Barros; David M Chenoweth
Journal:  Chem Sci       Date:  2015-06-10       Impact factor: 9.825

8.  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

  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.