Modification of the aminopyridine unit of 2'-deoxyaminopyridinyl-pseudocytidine allowing triplex formation at CG interruptions in homopurine sequences.

Abstract:

:The antigene strategy based on site-specific recognition of duplex DNA by triplex DNA formation has been exploited in a wide range of biological activities. However, specific triplex formation is mostly restricted to homo-purine strands within the target duplex DNA, due to the destabilizing effect of CG and TA inversion sites where there is an absence of natural nucleotides that can recognize the CG and TA base pairs. Hence, the design of artificial nucleosides, which can selectively recognize these inversion sites with high affinity, should be of great significance. Recently, we determined that 2-amino-3-methylpyridinyl pseudo-dC (3MeAP-ΨdC) possessed significant affinity and selectivity toward a CG inversion site and showed effective inhibition of gene expression. We now describe the design and synthesis of new modified aminopyridine derivatives by focusing on small chemical modification of the aminopyridine unit to tune and enhance the selectivity and affinity toward CG inversion sites. Remarkably, we have newly found that 2-amino-4-methoxypyridinyl pseudo-dC (4OMeAP-ΨdC) could selectively recognize the CG base pair in all four adjacent base pairs and form a stable triplex structure against the promoter sequence of the human gene including multiple CG inversion sites.

journal_name

Nucleic Acids Res

journal_title

Nucleic acids research

authors

Wang L,Taniguchi Y,Okamura H,Sasaki S

doi

10.1093/nar/gky704

subject

Has Abstract

pub_date

2018-09-28 00:00:00

pages

8679-8688

issue

17

eissn

0305-1048

issn

1362-4962

pii

5068251

journal_volume

46

pub_type

杂志文章
  • Minor groove binding of a bis-quaternary ammonium compound: the crystal structure of SN 7167 bound to d(CGCGAATTCGCG)2.

    abstract::The X-ray crystal structure of the complex between the synthetic antitumour and antiviral DNA binding ligand SN 7167 and the DNA oligonucleotide d(CGCGAATTCGCG)2 has been determined to an R factor of 18.3% at 2.6 A resolution. The ligand is located within the minor groove and covers almost 6 bp with the 1-methylpyridi...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/25.20.4072

    authors: Squire CJ,Clark GR,Denny WA

    更新日期:1997-10-15 00:00:00

  • Sequences affecting the V(D)J recombinational activity of the IgH intronic enhancer in a transgenic substrate.

    abstract::The immunoglobulin heavy chain intronic transcriptional enhancer (E mu) is part of a complex cis-regulatory DNA region which has notably been shown to modulate V(D)J rearrangements of associated variable gene segments. We have used recombination substrates comprised of the E mu enhancer together with various lengths o...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/22.5.792

    authors: Fernex C,Caillol D,Capone M,Krippl B,Ferrier P

    更新日期:1994-03-11 00:00:00

  • Conditional genome engineering reveals canonical and divergent roles for the Hus1 component of the 9-1-1 complex in the maintenance of the plastic genome of Leishmania.

    abstract::Leishmania species are protozoan parasites whose remarkably plastic genome limits the establishment of effective genetic manipulation and leishmaniasis treatment. The strategies used by Leishmania to maintain its genome while allowing variability are not fully understood. Here, we used DiCre-mediated conditional gene ...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gky1017

    authors: Damasceno JD,Obonaga R,Silva GLA,Reis-Cunha JL,Duncan SM,Bartholomeu DC,Mottram JC,McCulloch R,Tosi LRO

    更新日期:2018-12-14 00:00:00

  • One short well conserved region of Alu-sequences is involved in human gene rearrangements and has homology with prokaryotic chi.

    abstract::Alu elements have repeatedly been found involved in gene rearrangements in humans. Although these elements have been suggested to stimulate gene rearrangements, sparse information is available for the possible mechanism(s) of these events. Here we present a compilation of Alu elements that have been involved in recomb...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/23.2.256

    authors: Rüdiger NS,Gregersen N,Kielland-Brandt MC

    更新日期:1995-01-25 00:00:00

  • A phospho-dependent mechanism involving NCoR and KMT2D controls a permissive chromatin state at Notch target genes.

    abstract::The transcriptional shift from repression to activation of target genes is crucial for the fidelity of Notch responses through incompletely understood mechanisms that likely involve chromatin-based control. To activate silenced genes, repressive chromatin marks are removed and active marks must be acquired. Histone H3...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkw105

    authors: Oswald F,Rodriguez P,Giaimo BD,Antonello ZA,Mira L,Mittler G,Thiel VN,Collins KJ,Tabaja N,Cizelsky W,Rothe M,Kühl SJ,Kühl M,Ferrante F,Hein K,Kovall RA,Dominguez M,Borggrefe T

    更新日期:2016-06-02 00:00:00

  • PlantGDB: a resource for comparative plant genomics.

    abstract::PlantGDB (http://www.plantgdb.org/) is a genomics database encompassing sequence data for green plants (Viridiplantae). PlantGDB provides annotated transcript assemblies for >100 plant species, with transcripts mapped to their cognate genomic context where available, integrated with a variety of sequence analysis tool...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkm1041

    authors: Duvick J,Fu A,Muppirala U,Sabharwal M,Wilkerson MD,Lawrence CJ,Lushbough C,Brendel V

    更新日期:2008-01-01 00:00:00

  • Construction and functional analyses of a comprehensive sigma54 site-directed mutant library using alanine-cysteine mutagenesis.

    abstract::The sigma(54) factor associates with core RNA polymerase (RNAP) to form a holoenzyme that is unable to initiate transcription unless acted on by an activator protein. sigma(54) is closely involved in many steps of activator-dependent transcription, such as core RNAP binding, promoter recognition, activator interaction...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkp419

    authors: Xiao Y,Wigneshweraraj SR,Weinzierl R,Wang YP,Buck M

    更新日期:2009-07-01 00:00:00

  • Galaxy HiCExplorer 3: a web server for reproducible Hi-C, capture Hi-C and single-cell Hi-C data analysis, quality control and visualization.

    abstract::The Galaxy HiCExplorer provides a web service at https://hicexplorer.usegalaxy.eu. It enables the integrative analysis of chromosome conformation by providing tools and computational resources to pre-process, analyse and visualize Hi-C, Capture Hi-C (cHi-C) and single-cell Hi-C (scHi-C) data. Since the last publicatio...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkaa220

    authors: Wolff J,Rabbani L,Gilsbach R,Richard G,Manke T,Backofen R,Grüning BA

    更新日期:2020-07-02 00:00:00

  • Finding pathway-modulating genes from a novel Ontology Fingerprint-derived gene network.

    abstract::To enhance our knowledge regarding biological pathway regulation, we took an integrated approach, using the biomedical literature, ontologies, network analyses and experimental investigation to infer novel genes that could modulate biological pathways. We first constructed a novel gene network via a pairwise compariso...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gku678

    authors: Qin T,Matmati N,Tsoi LC,Mohanty BK,Gao N,Tang J,Lawson AB,Hannun YA,Zheng WJ

    更新日期:2014-10-01 00:00:00

  • Inhibition of DNA replication and repair by cadmium in mammalian cells. Protective interaction of zinc.

    abstract::The effects of the treatment of cultured human and simian cells with Cadmium (Cd), a toxic and carcinogenic metal, were first assayed on macromolecular synthesis. It was observed that DNA synthesis was inhibited by Cd concentrations considerably lower than those inhibiting protein and RNA synthesis. Because of the nec...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/15.10.4211

    authors: Nocentini S

    更新日期:1987-05-26 00:00:00

  • Integration of a vector containing rodent repetitive elements in the rat genome.

    abstract::We have previously shown that integration of a polyoma vector containing rodent repetitive elements into rat cellular DNA is non-random (Wallenburg et al. J. Virol. 50: 678-683). Junctions between the polyoma vector and the host DNA occur in the repetitive sequences of the vector about ten times more frequently than w...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/15.19.7849

    authors: Wallenburg JC,Nepveu A,Chartrand P

    更新日期:1987-10-12 00:00:00

  • Next-generation RNA-based fluorescent biosensors enable anaerobic detection of cyclic di-GMP.

    abstract::Bacteria occupy a diverse set of environmental niches with differing oxygen availability. Anaerobic environments such as mammalian digestive tracts and industrial reactors harbor an abundance of both obligate and facultative anaerobes, many of which play significant roles in human health and biomanufacturing. Studying...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkw580

    authors: Wang XC,Wilson SC,Hammond MC

    更新日期:2016-09-30 00:00:00

  • Recent improvements to Binding MOAD: a resource for protein-ligand binding affinities and structures.

    abstract::For over 10 years, Binding MOAD (Mother of All Databases; http://www.BindingMOAD.org) has been one of the largest resources for high-quality protein-ligand complexes and associated binding affinity data. Binding MOAD has grown at the rate of 1994 complexes per year, on average. Currently, it contains 23,269 complexes ...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gku1088

    authors: Ahmed A,Smith RD,Clark JJ,Dunbar JB Jr,Carlson HA

    更新日期:2015-01-01 00:00:00

  • Ribosome A and P sites revealed by length analysis of ribosome profiling data.

    abstract::The high-throughput sequencing of nuclease-protected mRNA fragments bound to ribosomes, a technique known as ribosome profiling, quantifies the relative frequencies with which different regions of transcripts are translated. This technique has revealed novel translation initiation sites with unprecedented scope and ha...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkv200

    authors: Martens AT,Taylor J,Hilser VJ

    更新日期:2015-04-20 00:00:00

  • Interplay between the catabolite repression control protein Crc, Hfq and RNA in Hfq-dependent translational regulation in Pseudomonas aeruginosa.

    abstract::In Pseudomonas aeruginosa the RNA chaperone Hfq and the catabolite repression control protein (Crc) act as post-transcriptional regulators during carbon catabolite repression (CCR). In this regard Crc is required for full-fledged Hfq-mediated translational repression of catabolic genes. RNAseq based transcriptome anal...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkx1245

    authors: Sonnleitner E,Wulf A,Campagne S,Pei XY,Wolfinger MT,Forlani G,Prindl K,Abdou L,Resch A,Allain FH,Luisi BF,Urlaub H,Bläsi U

    更新日期:2018-02-16 00:00:00

  • Detection and identification of minor nucleotides in intact deoxyribonucleic acids by mass spectrometry.

    abstract::A mass spectral method is described for the detection and identification of unusual nucleotide residues present in DNAs. Analysis by this method of intact, underivatized DNA from salmon sperm, calf thymus, mouse L-cells, wheat germ, M. lysodeikticus, E. Coli, and the bacteriophages 0X-174, fd, and lamda, yields diagno...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/3.11.2959

    authors: Wiebers JL

    更新日期:1976-11-01 00:00:00

  • Gene for the diphtheria toxin-susceptible elongation factor 2 from Methanococcus vannielii.

    abstract::Protein synthesis elongation factor 2 (EF-2) from all archaebacteria so far analysed, is susceptible to inactivation by diphtheria toxin, a property which it shares with EF-2 from the eukaryotic 8OS translation system. To resolve the structural basis of diphtheria toxin susceptibility, the structural gene for the EF-2...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/16.16.7817

    authors: Lechner K,Heller G,Böck A

    更新日期:1988-08-25 00:00:00

  • HDOCK: a web server for protein-protein and protein-DNA/RNA docking based on a hybrid strategy.

    abstract::Protein-protein and protein-DNA/RNA interactions play a fundamental role in a variety of biological processes. Determining the complex structures of these interactions is valuable, in which molecular docking has played an important role. To automatically make use of the binding information from the PDB in docking, her...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkx407

    authors: Yan Y,Zhang D,Zhou P,Li B,Huang SY

    更新日期:2017-07-03 00:00:00

  • Cloning and characterization of a human DEAH-box RNA helicase, a functional homolog of fission yeast Cdc28/Prp8.

    abstract::During the splicing process, spliceosomal snRNAs undergo numerous conformational rearrangements that appear to be catalyzed by proteins belonging to the DEAD/H-box superfamily of RNA helicases. We have cloned a new RNA helicase gene, designated DBP2 (DEAH-boxprotein), homologous to the Schizosaccaromyces pombe cdc28(+...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/26.9.2063

    authors: Imamura O,Saiki K,Tani T,Ohshima Y,Sugawara M,Furuichi Y

    更新日期:1998-05-01 00:00:00

  • DNA3'pp5'G de-capping activity of aprataxin: effect of cap nucleoside analogs and structural basis for guanosine recognition.

    abstract::DNA3'pp5'G caps synthesized by the 3'-PO4/5'-OH ligase RtcB have a strong impact on enzymatic reactions at DNA 3'-OH ends. Aprataxin, an enzyme that repairs A5'pp5'DNA ends formed during abortive ligation by classic 3'-OH/5'-PO4 ligases, is also a DNA 3' de-capping enzyme, converting DNAppG to DNA3'p and GMP. By takin...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkv501

    authors: Chauleau M,Jacewicz A,Shuman S

    更新日期:2015-07-13 00:00:00

  • Quantification of stochastic noise of splicing and polyadenylation in Entamoeba histolytica.

    abstract::Alternative splicing and polyadenylation were observed pervasively in eukaryotic messenger RNAs. These alternative isoforms could either be consequences of physiological regulation or stochastic noise of RNA processing. To quantify the extent of stochastic noise in splicing and polyadenylation, we analyzed the alterna...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gks1271

    authors: Hon CC,Weber C,Sismeiro O,Proux C,Koutero M,Deloger M,Das S,Agrahari M,Dillies MA,Jagla B,Coppee JY,Bhattacharya A,Guillen N

    更新日期:2013-02-01 00:00:00

  • Post-PCR sterilization: development and application to an HIV-1 diagnostic assay.

    abstract::We have developed an effective post-PCR sterilization process and have applied the procedure to a diagnostic assay for HIV-1. The method, which is based on isopsoralen photochemistry, satisfies both the inactivation and hybridization requirements of a practical sterilization process. The key feature of the technique i...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/19.1.109

    authors: Isaacs ST,Tessman JW,Metchette KC,Hearst JE,Cimino GD

    更新日期:1991-01-11 00:00:00

  • Detection of oligonucleotide hybridization at femtomolar level and sequence-specific gene analysis of the Arabidopsis thaliana leaf extract with an ultrasensitive surface plasmon resonance spectrometer.

    abstract::A flow-injection (FI) device is combined, through the use of a low-volume (4 microl) flow cell, with an ultrasensitive surface plasmon resonance (SPR) spectrometer equipped with a bi-cell photodiode detector. The application of this novel FI-SPR device for sequence-specific ultratrace analysis of oligodeoxynucleotides...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gnf072

    authors: Song F,Zhou F,Wang J,Tao N,Lin J,Vellanoweth RL,Morquecho Y,Wheeler-Laidman J

    更新日期:2002-07-15 00:00:00

  • Assembly of the replication initiation complex on SV40 origin DNA.

    abstract::The assembly of the complex that forms over the simian virus 40 origin to initiate DNA replication is not well understood. This complex is composed of the virus-coded T antigen and three cellular proteins, replication protein A (RPA), DNA polymerase alpha/primase (pol/prim) and topoisomerase I (topo I) in association ...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkh236

    authors: Simmons DT,Gai D,Parsons R,Debes A,Roy R

    更新日期:2004-02-11 00:00:00

  • E1DS: catalytic site prediction based on 1D signatures of concurrent conservation.

    abstract::Large-scale automatic annotation of protein sequences remains challenging in postgenomics era. E1DS is designed for annotating enzyme sequences based on a repository of 1D signatures. The employed sequence signatures are derived using a novel pattern mining approach that discovers long motifs consisted of several sequ...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkn324

    authors: Chien TY,Chang DT,Chen CY,Weng YZ,Hsu CM

    更新日期:2008-07-01 00:00:00

  • Characterization of the frameshift signal of Edr, a mammalian example of programmed -1 ribosomal frameshifting.

    abstract::The ribosomal frameshifting signal of the mouse embryonal carcinoma differentiation regulated (Edr) gene represents the sole documented example of programmed -1 frameshifting in mammalian cellular genes [Shigemoto,K., Brennan,J., Walls,E,. Watson,C.J., Stott,D., Rigby,P.W. and Reith,A.D. (2001), Nucleic Acids Res., 29...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gki299

    authors: Manktelow E,Shigemoto K,Brierley I

    更新日期:2005-03-14 00:00:00

  • PDBe: towards reusable data delivery infrastructure at protein data bank in Europe.

    abstract::The Protein Data Bank in Europe (PDBe, pdbe.org) is actively engaged in the deposition, annotation, remediation, enrichment and dissemination of macromolecular structure data. This paper describes new developments and improvements at PDBe addressing three challenging areas: data enrichment, data dissemination and func...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkx1070

    authors: Mir S,Alhroub Y,Anyango S,Armstrong DR,Berrisford JM,Clark AR,Conroy MJ,Dana JM,Deshpande M,Gupta D,Gutmanas A,Haslam P,Mak L,Mukhopadhyay A,Nadzirin N,Paysan-Lafosse T,Sehnal D,Sen S,Smart OS,Varadi M,Kleywegt GJ

    更新日期:2018-01-04 00:00:00

  • Profiling of the BRCA1 transcriptome through microarray and ChIP-chip analysis.

    abstract::A role for BRCA1 in the direct and indirect regulation of transcription is well established. However, a comprehensive view of the degree to which BRCA1 impacts transcriptional regulation on a genome-wide level has not been defined. We performed genome-wide expression profiling and ChIP-chip analysis, comparison of whi...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkr679

    authors: Gorski JJ,Savage KI,Mulligan JM,McDade SS,Blayney JK,Ge Z,Harkin DP

    更新日期:2011-12-01 00:00:00

  • Characterization of the interaction between HMGB1 and H3-a possible means of positioning HMGB1 in chromatin.

    abstract::High mobility group protein B1 (HMGB1) binds to the internucleosomal linker DNA in chromatin and abuts the nucleosome. Bending and untwisting of the linker DNA results in transmission of strain to the nucleosome core, disrupting histone/DNA contacts. An interaction between H3 and HMGB1 has been reported. Here we confi...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkt950

    authors: Watson M,Stott K,Fischl H,Cato L,Thomas JO

    更新日期:2014-01-01 00:00:00

  • Loss of EZH2 results in precocious mammary gland development and activation of STAT5-dependent genes.

    abstract::Establishment and differentiation of mammary alveoli during pregnancy are controlled by prolactin through the transcription factors STAT5A and STAT5B (STAT5), which also regulate temporal activation of mammary signature genes. This study addressed the question whether the methyltransferase and transcriptional co-activ...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkv776

    authors: Yoo KH,Oh S,Kang K,Hensel T,Robinson GW,Hennighausen L

    更新日期:2015-10-15 00:00:00