Anomeric inversion (from beta to alpha) in methylphosphonate oligonucleosides enhances their affinity for DNA and RNA.

Abstract:

:Here we report that the poor binding of methylphosphonate oligodeoxynucleosides (MP-ODNs) to their nucleic acid targets can be improved by additional inversion of the anomeric configuration (from beta to alpha) in the sugar moieties to give a new class of analogs, MP alpha-oligonucleosides. MP alpha-dT12and MP 5' alpha-d(TCTTAACCCACA) 3' were synthesized and their ability to form hybrids with complementary single stranded (ss)DNA and ssRNA, as well as with double stranded (ds)DNA, was evaluated. The thermal stability of hybrids formed with MP alpha-analogs was compared with the affinity of phosphodiester (PO) and phosphorothioate (PS) beta- and alpha-oligomers for their targets. Non-ionic MP alpha-oligonucleosides bound to their complementary DNA and RNA strands more tightly than their homologues with natural beta-anomeric configuration did. With DNA target, MP alpha-oligomers formed duplexes more stable than the corresponding natural PO beta-oligomer did. MP alpha-heteropolymer hybridized to RNA target better than PS beta-oligonucleotide did but the hybrid was less stable (DeltaTm-0.5 degrees C per mod.) than the hybrid formed with the natural PO beta-oligomer. Only MP alpha-dT12 bound to dsDNA target at low salt concentration (0.1 M NaCl).

journal_name

Nucleic Acids Res

journal_title

Nucleic acids research

authors

Debart F,Meyer A,Vasseur JJ,Rayner B

doi

10.1093/nar/26.20.4551

subject

Has Abstract

pub_date

1998-10-15 00:00:00

pages

4551-6

issue

20

eissn

0305-1048

issn

1362-4962

pii

gkb749

journal_volume

26

pub_type

杂志文章
  • Breaksite batch mapping, a rapid method for assay and identification of DNA breaksites in mammalian cells.

    abstract::DNA breaks occur during many processes in mammalian cells, including recombination, repair, mutagenesis and apoptosis. Here we report a simple and rapid method for assaying DNA breaks and identifying DNA breaksites. Breaksites are first tagged and amplified by ligation-mediated PCR (LM-PCR), using nested PCR primers t...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/29.6.e33

    authors: Kong Q,Maizels N

    更新日期:2001-03-15 00:00:00

  • Quantification of siRNA using competitive qPCR.

    abstract::We have developed a PCR-based short interfering RNA (siRNA) quantification method based on competition between siRNA and a homologous DNA primer for annealing to template DNA, avoiding the requirement for prior conversion of RNA to cDNA. Primers and probe were designed to amplify regions of the human papillomavirus E6...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkn903

    authors: Liu WL,Stevenson M,Seymour LW,Fisher KD

    更新日期:2009-01-01 00:00:00

  • Sulfolobus solfataricus P2 DNA polymerase IV (Dpo4): an archaeal DinB-like DNA polymerase with lesion-bypass properties akin to eukaryotic poleta.

    abstract::Phylogenetic analysis of Y-family DNA polymerases suggests that it can be subdivided into several discrete branches consisting of UmuC/DinB/Rev1/Rad30/Rad30A and Rad30B. The most diverse is the DinB family that is found in all three kingdoms of life. Searches of the complete genome of the crenarchaeon Sulfolobus solfa...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/29.22.4607

    authors: Boudsocq F,Iwai S,Hanaoka F,Woodgate R

    更新日期:2001-11-15 00:00:00

  • Induction of double-strand breaks by S1 nuclease, mung bean nuclease and nuclease P1 in DNA containing abasic sites and nicks.

    abstract::Defined DNA substrates containing discrete abasic sites or paired abasic sites set 1, 3, 5 and 7 bases apart on opposite strands were constructed to examine the reactivity of S1, mung bean and P1 nucleases towards abasic sites. None of the enzymes acted on the substrate containing discrete abasic sites. Under conditio...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/23.19.3805

    authors: Chaudhry MA,Weinfeld M

    更新日期:1995-10-11 00:00:00

  • Protein structure prediction using sparse dipolar coupling data.

    abstract::Residual dipolar coupling (RDC) represents one of the most exciting emerging NMR techniques for protein structure studies. However, solving a protein structure using RDC data alone is still a highly challenging problem. We report here a computer program, RDC-PROSPECT, for protein structure prediction based on a struct...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkh204

    authors: Qu Y,Guo JT,Olman V,Xu Y

    更新日期:2004-01-26 00:00:00

  • PAP-LMPCR for improved, allele-specific footprinting and automated chromatin fine structure analysis.

    abstract::The analysis of chromatin fine structure and transcription factor occupancy of differentially expressed genes by in vivo footprinting and ligation-mediated-PCR (LMPCR) is a powerful tool to understand the impact of chromatin on gene expression. However, as with all PCR-based techniques, the accuracy of the experiments...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkm1159

    authors: Ingram R,Gao C,Lebon J,Liu Q,Mayoral RJ,Sommer SS,Hoogenkamp M,Riggs AD,Bonifer C

    更新日期:2008-02-01 00:00:00

  • Sequence-dependent cooperative binding of p53 to DNA targets and its relationship to the structural properties of the DNA targets.

    abstract::The prime mechanism by which p53 acts as a tumor suppressor is as a transcription factor regulating the expression of diverse downstream genes. The DNA-binding domain of p53 (p53DBD) interacts with defined DNA sites and is the main target for mutations in human primary tumors. Here, we show that the CWWG motif, found ...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkq1044

    authors: Beno I,Rosenthal K,Levitine M,Shaulov L,Haran TE

    更新日期:2011-03-01 00:00:00

  • Mitochondrial transcription termination factor 1 directs polar replication fork pausing.

    abstract::During replication of nuclear ribosomal DNA (rDNA), clashes with the transcription apparatus can cause replication fork collapse and genomic instability. To avoid this problem, a replication fork barrier protein is situated downstream of rDNA, there preventing replication in the direction opposite rDNA transcription. ...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkw302

    authors: Shi Y,Posse V,Zhu X,Hyvärinen AK,Jacobs HT,Falkenberg M,Gustafsson CM

    更新日期:2016-07-08 00:00:00

  • Cloning of an interferon regulatory factor 2 isoform with different regulatory ability.

    abstract::Interferons (IFNs) are a family of multifunctional proteins involved in immune activation, regulation of cell growth and antiviral response. They exert their functions by induction of several IFN-stimulated genes, including IFN regulatory factors (IRFs), a family of transcriptional regulators. One of these factors, IR...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/28.21.4219

    authors: Koenig Merediz SA,Schmidt M,Hoppe GJ,Alfken J,Meraro D,Levi BZ,Neubauer A,Wittig B

    更新日期:2000-11-01 00:00:00

  • ANISEED 2017: extending the integrated ascidian database to the exploration and evolutionary comparison of genome-scale datasets.

    abstract::ANISEED (www.aniseed.cnrs.fr) is the main model organism database for tunicates, the sister-group of vertebrates. This release gives access to annotated genomes, gene expression patterns, and anatomical descriptions for nine ascidian species. It provides increased integration with external molecular and taxonomy datab...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkx1108

    authors: Brozovic M,Dantec C,Dardaillon J,Dauga D,Faure E,Gineste M,Louis A,Naville M,Nitta KR,Piette J,Reeves W,Scornavacca C,Simion P,Vincentelli R,Bellec M,Aicha SB,Fagotto M,Guéroult-Bellone M,Haeussler M,Jacox E,Lowe

    更新日期:2018-01-04 00:00:00

  • Human ADA3 regulates RARalpha transcriptional activity through direct contact between LxxLL motifs and the receptor coactivator pocket.

    abstract::The alternation/deficiency in activation-3 (ADA3) is an essential component of the human p300/CBP-associated factor (PCAF) and yeast Spt-Ada-Gcn5-acetyltransferase (SAGA) histone acetyltransferase complexes. These complexes facilitate transactivation of target genes by association with transcription factors and modifi...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkq269

    authors: Li CW,Ai N,Dinh GK,Welsh WJ,Chen JD

    更新日期:2010-09-01 00:00:00

  • Gene for OTC: characterisation and linkage to Duchenne muscular dystrophy.

    abstract::Cloned coding sequences for rat and human ornithine transcarbamylase (OTC) were obtained by screening a rat and a human cDNA library respectively with a synthetic oligonucleotide corresponding to 27 bases of the rat sequence. These clones, 1100 bp long for the rat clone and 1300 bp for the human, contain approximately...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/13.1.155

    authors: Davies KE,Briand P,Ionasescu V,Ionasescu G,Williamson R,Brown C,Cavard C,Cathelineau L

    更新日期:1985-01-11 00:00:00

  • Evolutionarily conserved and non-conserved retrovirus restriction activities of artiodactyl APOBEC3F proteins.

    abstract::The APOBEC3 proteins are unique to mammals. Many inhibit retrovirus infection through a cDNA cytosine deamination mechanism. HIV-1 neutralizes this host defense through Vif, which triggers APOBEC3 ubiquitination and degradation. Here, we report an APOBEC3F-like, double deaminase domain protein from three artiodactyls:...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkl721

    authors: Jónsson SR,Haché G,Stenglein MD,Fahrenkrug SC,Andrésdóttir V,Harris RS

    更新日期:2006-01-01 00:00:00

  • DECIPHER: database for the interpretation of phenotype-linked plausibly pathogenic sequence and copy-number variation.

    abstract::The DECIPHER database (https://decipher.sanger.ac.uk/) is an accessible online repository of genetic variation with associated phenotypes that facilitates the identification and interpretation of pathogenic genetic variation in patients with rare disorders. Contributing to DECIPHER is an international consortium of >2...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkt937

    authors: Bragin E,Chatzimichali EA,Wright CF,Hurles ME,Firth HV,Bevan AP,Swaminathan GJ

    更新日期:2014-01-01 00:00:00

  • Update of the Human MitBASE database.

    abstract::Human MitBASE is a database collecting human mtDNA variants. This database is part of a greater mitochondrial genome database (MitBASE) funded within the EU Biotech Program. The present paper reports the recent improvements in data structure, data quality and data quantity. As far as the database structure is concerne...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/27.1.143

    authors: Attimonelli M,Cooper JM,D'Elia D,de Montalvo A,De Robertis M,Lehväslaiho H,Malladi SB,Memeo F,Stevens K,Schapira AH,Saccone C

    更新日期:1999-01-01 00:00:00

  • Structures of DNA duplexes containing O6-carboxymethylguanine, a lesion associated with gastrointestinal cancer, reveal a mechanism for inducing pyrimidine transition mutations.

    abstract::N-nitrosation of glycine and its derivatives generates potent alkylating agents that can lead to the formation of O(6)-carboxymethylguanine (O(6)-CMG) in DNA. O(6)-CMG has been identified in DNA derived from human colon tissue, and its occurrence has been linked to diets high in red and processed meats. By analogy to ...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkt198

    authors: Zhang F,Tsunoda M,Suzuki K,Kikuchi Y,Wilkinson O,Millington CL,Margison GP,Williams DM,Czarina Morishita E,Takénaka A

    更新日期:2013-05-01 00:00:00

  • Genome-wide analysis of the spatiotemporal regulation of firing and dormant replication origins in human cells.

    abstract::In metazoan cells, only a limited number of mini chromosome maintenance (MCM) complexes are fired during S phase, while the majority remain dormant. Several methods have been used to map replication origins, but such methods cannot identify dormant origins. Herein, we determined MCM7-binding sites in human cells using...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gky476

    authors: Sugimoto N,Maehara K,Yoshida K,Ohkawa Y,Fujita M

    更新日期:2018-07-27 00:00:00

  • Improvements to solid phase phosphotriester synthesis of deoxyoligonucleotides.

    abstract::A solution of benzenesulphonic acid (3%, w/v) in a dimethylformamide and dichloromethane mixture (9:1, v/v) is shown to be a very effective reagent for the detritylation of deoxyoligonucleotides attached to a solid support. The levels of depurination with this reagent were lower than those observed with other reagents...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/10.18.5605

    authors: Patel TP,Millican TA,Bose CC,Titmas RC,Mock GA,Eaton MA

    更新日期:1982-09-25 00:00:00

  • The ConsensusPathDB interaction database: 2013 update.

    abstract::Knowledge of the various interactions between molecules in the cell is crucial for understanding cellular processes in health and disease. Currently available interaction databases, being largely complementary to each other, must be integrated to obtain a comprehensive global map of the different types of interactions...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gks1055

    authors: Kamburov A,Stelzl U,Lehrach H,Herwig R

    更新日期:2013-01-01 00:00:00

  • High affinity nucleic acid aptamers for streptavidin incorporated into bi-specific capture ligands.

    abstract::We have isolated 2'-Fluoro-substituted RNA aptamers that bind to streptavidin (SA) with an affinity around 7 +/- 1.8 nM, comparable with that of recently described peptide aptamers. Binding to SA was not prevented by prior saturation with biotin, enabling nucleic acid aptamers to form useful ternary complexes. Mutagen...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/30.10.e45

    authors: Tahiri-Alaoui A,Frigotto L,Manville N,Ibrahim J,Romby P,James W

    更新日期:2002-05-15 00:00:00

  • The nucleosome repeat length increases during erythropoiesis in the chick.

    abstract::During erythropoiesis in the chick, the nucleosome repeat length increases from 190 base pairs to 212 base pairs. This increase is correlated with a dramatic increase in the concentration of the red cell specific histone H5 (from 0.2 molecules per nucleosome to 1 molecule per nucleosome) and with no change in the conc...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/5.4.1179

    authors: Weintraub H

    更新日期:1978-04-01 00:00:00

  • Messenger RNA abundance and lifetime: a correlation in Drosophila cells but not in HeLa.

    abstract::Messenger RNA in eukaryotes is comprised of several abundance classes. Also, the decay of these unstable molecules shows at least two very different lifetimes. Two independent techniques are used here to examine the relation between message abundance and lifetime in cell lines from very different organisms. The method...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/5.8.3057

    authors: Lenk R,Herman R,Penman S

    更新日期:1978-08-01 00:00:00

  • Differential involvement of E2A-corepressor interactions in distinct leukemogenic pathways.

    abstract::E2A is a member of the E-protein family of transcription factors. Previous studies have reported context-dependent regulation of E2A-dependent transcription. For example, whereas the E2A portion of the E2A-Pbx1 leukemia fusion protein mediates robust transcriptional activation in t(1;19) acute lymphoblastic leukemia, ...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkt855

    authors: Gow CH,Guo C,Wang D,Hu Q,Zhang J

    更新日期:2014-01-01 00:00:00

  • Assessment of clone identity and sequence fidelity for 1189 IMAGE cDNA clones.

    abstract::This report documents the error rate in a commercially distributed subset of the IMAGE Consortium mouse cDNA clone collection. After isolation of plasmid DNA from 1189 bacterial stock cultures, only 62. 2% were uncontaminated and contained cDNA inserts that had significant sequence identity to published data for the o...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/29.2.582

    authors: Halgren RG,Fielden MR,Fong CJ,Zacharewski TR

    更新日期:2001-01-15 00:00:00

  • The ubiquitin-selective chaperone Cdc48/p97 associates with Ubx3 to modulate monoubiquitylation of histone H2B.

    abstract::Cdc48/p97 is an evolutionary conserved ubiquitin-dependent chaperone involved in a broad array of cellular functions due to its ability to associate with multiple cofactors. Aside from its role in removing RNA polymerase II from chromatin after DNA damage, little is known about how this AAA-ATPase is involved in the t...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gku786

    authors: Bonizec M,Hérissant L,Pokrzywa W,Geng F,Wenzel S,Howard GC,Rodriguez P,Krause S,Tansey WP,Hoppe T,Dargemont C

    更新日期:2014-01-01 00:00:00

  • Genomic SELEX for Hfq-binding RNAs identifies genomic aptamers predominantly in antisense transcripts.

    abstract::An unexpectedly high number of regulatory RNAs have been recently discovered that fine-tune the function of genes at all levels of expression. We employed Genomic SELEX, a method to identify protein-binding RNAs encoded in the genome, to search for further regulatory RNAs in Escherichia coli. We used the global regula...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkq032

    authors: Lorenz C,Gesell T,Zimmermann B,Schoeberl U,Bilusic I,Rajkowitsch L,Waldsich C,von Haeseler A,Schroeder R

    更新日期:2010-06-01 00:00:00

  • Smarcal1 promotes double-strand-break repair by nonhomologous end-joining.

    abstract::Smarcal1 is a SWI/SNF-family protein with an ATPase domain involved in DNA-annealing activities and a binding site for the RPA single-strand-DNA-binding protein. Although the role played by Smarcal1 in the maintenance of replication forks has been established, it remains unknown whether Smarcal1 contributes to genomic...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkv621

    authors: Keka IS,Mohiuddin,Maede Y,Rahman MM,Sakuma T,Honma M,Yamamoto T,Takeda S,Sasanuma H

    更新日期:2015-07-27 00:00:00

  • bZIP-Type transcription factors CREB and OASIS bind and stimulate the promoter of the mammalian transcription factor GCMa/Gcm1 in trophoblast cells.

    abstract::One of the master regulators of placental cell fusion in mammals leading to multi-nucleated syncytiotrophoblasts is the transcription factor GCMa. Recently, we proved that the cAMP-driven protein kinase A signaling pathway is fundamental for up-regulation of GCMa transcript levels and protein stability. Here, we show ...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkn306

    authors: Schubert SW,Abendroth A,Kilian K,Vogler T,Mayr B,Knerr I,Hashemolhosseini S

    更新日期:2008-06-01 00:00:00

  • Naturally occurring mutations in the human HNF4alpha gene impair the function of the transcription factor to a varying degree.

    abstract::The hepatocyte nuclear factor (HNF)4alpha, a member of the nuclear receptor superfamily, regulates genes that play a critical role in embryogenesis and metabolism. Recent studies have shown that mutations in the human HNF4alpha gene cause a rare form of type 2 diabetes, maturity onset diabetes of the young (MODY1). To...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/28.2.430

    authors: Lausen J,Thomas H,Lemm I,Bulman M,Borgschulze M,Lingott A,Hattersley AT,Ryffel GU

    更新日期:2000-01-15 00:00:00

  • The University of Minnesota Biocatalysis/Biodegradation database: microorganisms, genomics and prediction.

    abstract::The University of Minnesota Biocatalysis/Biodegradation Database (http://www.labmed.umn.edu/umbbd/ ) begins its fifth year having met its initial goals. It contains approximately 100 pathways for microbial catabolic metabolism of primarily xenobiotic organic compounds, including information on approximately 650 reacti...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/28.1.377

    authors: Ellis LB,Hershberger CD,Wackett LP

    更新日期:2000-01-01 00:00:00