2-Thiouracil deprived of thiocarbonyl function preferentially base pairs with guanine rather than adenine in RNA and DNA duplexes.

Abstract:

:2-Thiouracil-containing nucleosides are essential modified units of natural and synthetic nucleic acids. In particular, the 5-substituted-2-thiouridines (S2Us) present in tRNA play an important role in tuning the translation process through codon-anticodon interactions. The enhanced thermodynamic stability of S2U-containing RNA duplexes and the preferred S2U-A versus S2U-G base pairing are appreciated characteristics of S2U-modified molecular probes. Recently, we have demonstrated that 2-thiouridine (alone or within an RNA chain) is predominantly transformed under oxidative stress conditions to 4-pyrimidinone riboside (H2U) and not to uridine. Due to the important biological functions and various biotechnological applications for sulfur-containing nucleic acids, we compared the thermodynamic stabilities of duplexes containing desulfured products with those of 2-thiouracil-modified RNA and DNA duplexes. Differential scanning calorimetry experiments and theoretical calculations demonstrate that upon 2-thiouracil desulfuration to 4-pyrimidinone, the preferred base pairing of S2U with adenosine is lost, with preferred base pairing with guanosine observed instead. Therefore, biological processes and in vitro assays in which oxidative desulfuration of 2-thiouracil-containing components occurs may be altered. Moreover, we propose that the H2U-G base pair is a suitable model for investigation of the preferred recognition of 3'-G-ending versus A-ending codons by tRNA wobble nucleosides, which may adopt a 4-pyrimidinone-type structural motif.

journal_name

Nucleic Acids Res

journal_title

Nucleic acids research

authors

Sochacka E,Szczepanowski RH,Cypryk M,Sobczak M,Janicka M,Kraszewska K,Bartos P,Chwialkowska A,Nawrot B

doi

10.1093/nar/gkv109

subject

Has Abstract

pub_date

2015-03-11 00:00:00

pages

2499-512

issue

5

eissn

0305-1048

issn

1362-4962

pii

gkv109

journal_volume

43

pub_type

杂志文章
  • O-ribosyl-phosphate purine as a constant modified nucleotide located at position 64 in cytoplasmic initiator tRNAs(Met) of yeasts.

    abstract::The unknown modified nucleotide G*, isolated from both Schizosaccharomyces pombe and Torulopsis utilis initiator tRNAs(Met), has been identified as an O-ribosyl-(1"----2')-guanosine-5"-phosphate, called Gr(p), by means of HPLC, UV-absorption, mass spectrometry and periodate oxidation procedures. By comparison with the...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/19.19.5199

    authors: Glasser AL,Desgres J,Heitzler J,Gehrke CW,Keith G

    更新日期:1991-10-11 00:00:00

  • Structural basis of the specific interaction of SMRT corepressor with histone deacetylase 4.

    abstract::Modification of chromatin and related transcription factors by histone deacetylases (HDACs) is one of the major strategies for controlling gene expression in eukaryotes. The HDAC domains of class IIa HDACs repress the respective target genes by interacting with the C-terminal region of the silencing mediator for retin...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gky926

    authors: Park SY,Kim GS,Hwang HJ,Nam TH,Park HS,Song J,Jang TH,Lee YC,Kim JS

    更新日期:2018-12-14 00:00:00

  • A quantitative and specific method for measuring transcript levels of highly homologous genes.

    abstract::Because of their high nucleotide sequence homology, the specific detection of mRNA transcripts of individual members of a gene family presents certain problems. Here we apply and defend the single nucleotide primer extension (SNuPE) as a simple, specific, and highly quantitative assay for this purpose. The method dist...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/24.23.4812

    authors: Lombardo AJ,Brown GB

    更新日期:1996-12-01 00:00:00

  • Expanded molecular diversity generation during directed evolution by trinucleotide exchange (TriNEx).

    abstract::Trinucleotide exchange (TriNEx) is a method for generating novel molecular diversity during directed evolution by random substitution of one contiguous trinucleotide sequence for another. Single trinucleotide sequences were deleted at random positions in a target gene using the engineered transposon MuDel that were su...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkn358

    authors: Baldwin AJ,Busse K,Simm AM,Jones DD

    更新日期:2008-08-01 00:00:00

  • Structural analysis of gene loci for rat U1 small nuclear RNA.

    abstract::Four phage clones which hybridize with U1 small nuclear RNA were obtained from a rat gene library. Two clones contain a presumed pseudogene. A third clone includes two gene candidates that are co-linear with the rat U1-RNA, 3.6kb apart and in the opposite orientation. The two genes are surrounded by identical sequence...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/11.6.1791

    authors: Watanabe-Nagasu N,Itoh Y,Tani T,Okano K,Koga N,Okada N,Ohshima Y

    更新日期:1983-03-25 00:00:00

  • The abundance of RNPS1, a protein component of the exon junction complex, can determine the variability in efficiency of the Nonsense Mediated Decay pathway.

    abstract::Nonsense-mediated mRNA decay (NMD) is a molecular pathway of mRNA surveillance that ensures rapid degradation of mRNAs containing premature translation termination codons (PTCs) in eukaryotes. NMD has been shown to also regulate normal gene expression and thus emerged as one of the key post-transcriptional mechanisms ...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkm461

    authors: Viegas MH,Gehring NH,Breit S,Hentze MW,Kulozik AE

    更新日期:2007-01-01 00:00:00

  • The effect of surface probe density on DNA hybridization.

    abstract::The hybridization of complementary strands of DNA is the underlying principle of all microarray-based techniques for the analysis of DNA variation. In this paper, we study how probe immobilization at surfaces, specifically probe density, influences the kinetics of target capture using surface plasmon resonance (SPR) s...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/29.24.5163

    authors: Peterson AW,Heaton RJ,Georgiadis RM

    更新日期:2001-12-15 00:00:00

  • Effects of hypoxanthine substitution on bleomycin-mediated DNA strand degradation in DNA-RNA hybrids.

    abstract::We have reported on the differences in site-specific cleavage between DNA and DNA-RNA hybrids by various prototypic DNA cleavers (accompanying paper). In the case of bleomycin (BLM), degradation at 5'-GC-3'sites was suppressed relative to the same sequence in double-stranded DNA, while 5'-GT-3' damage remained constan...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/25.9.1846

    authors: Bansal M,Stubbe J,Kozarich JW

    更新日期:1997-05-01 00:00:00

  • DNA CTG triplet repeats involved in dynamic mutations of neurologically related gene sequences form stable duplexes.

    abstract::DNA triplet repeats, 5'-d(CTG)n and 5'-d(CAG)n, are present in genes which have been implicated in several neurodegenerative disorders. To investigate possible stable structures formed by these repeating sequences, we have examined d(CTG)n, d(CAG)n and d(CTG).d(CAG)n (n = 2 and 3) using NMR and UV optical spectroscopy...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/23.21.4303

    authors: Smith GK,Jie J,Fox GE,Gao X

    更新日期:1995-11-11 00:00:00

  • Genome-wide analysis of influenza viral RNA and nucleoprotein association.

    abstract::Influenza A virus (IAV) genomes are composed of eight single-stranded RNA segments that are coated by viral nucleoprotein (NP) molecules. Classically, the interaction between NP and viral RNA (vRNA) is depicted as a uniform pattern of 'beads on a string'. Using high-throughput sequencing of RNA isolated by crosslinkin...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkx584

    authors: Lee N,Le Sage V,Nanni AV,Snyder DJ,Cooper VS,Lakdawala SS

    更新日期:2017-09-06 00:00:00

  • Happy mapping: a proposal for linkage mapping the human genome.

    abstract::A theoretical approach for linkage mapping the genome of any higher eukaryote is described. It uses the polymerase chain reaction, oligonucleotides of random sequence and single haploid cells. Markers are defined and then the DNA of a single sperm is broken at random (eg by gamma-rays) and physically split into 3 aliq...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/17.17.6795

    authors: Dear PH,Cook PR

    更新日期:1989-09-12 00:00:00

  • A NAC transcription factor and SNI1 cooperatively suppress basal pathogen resistance in Arabidopsis thaliana.

    abstract::Transcriptional repression of pathogen defense-related genes is essential for plant growth and development. Several proteins are known to be involved in the transcriptional regulation of plant defense responses. However, mechanisms by which expression of defense-related genes are regulated by repressor proteins are po...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gks683

    authors: Kim HS,Park HC,Kim KE,Jung MS,Han HJ,Kim SH,Kwon YS,Bahk S,An J,Bae DW,Yun DJ,Kwak SS,Chung WS

    更新日期:2012-10-01 00:00:00

  • Capping of vesicular stomatitis virus pre-mRNA is required for accurate selection of transcription stop-start sites and virus propagation.

    abstract::The multifunctional RNA-dependent RNA polymerase L protein of vesicular stomatitis virus catalyzes unconventional pre-mRNA capping via the covalent enzyme-pRNA intermediate formation, which requires the histidine-arginine (HR) motif in the polyribonucleotidyltransferase domain. Here, the effects of cap-defective mutat...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gku901

    authors: Ogino T

    更新日期:2014-10-29 00:00:00

  • A molecular basis for human hypersensitivity to aminoglycoside antibiotics.

    abstract::We have investigated the distribution of mitochondrial DNA polymorphisms in a rare maternally transmitted genetic trait that causes hypersensitivity to aminoglycoside antibiotics, in the hope that a characterization of its molecular basis might provide a molecular and cellular understanding of aminoglycoside-induced d...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/21.18.4174

    authors: Hutchin T,Haworth I,Higashi K,Fischel-Ghodsian N,Stoneking M,Saha N,Arnos C,Cortopassi G

    更新日期:1993-09-11 00:00:00

  • Selective isolation and detailed analysis of intra-RNA cross-links induced in the large ribosomal subunit of E. coli: a model for the tertiary structure of the tRNA binding domain in 23S RNA.

    abstract::Intramolecular RNA cross-links were induced within the large ribosomal subunit of E. coli by mild ultraviolet irradiation. Regions of the 23S RNA previously implicated in interactions with ribosomal-bound tRNA were then specifically excised by addressed cleavage using ribonuclease H, in conjunction with synthetic comp...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/18.15.4325

    authors: Mitchell P,Osswald M,Schueler D,Brimacombe R

    更新日期:1990-08-11 00:00:00

  • Sensitive detection of p53 gene mutations by a 'mutant enriched' PCR-SSCP technique.

    abstract::For the rapid and sensitive detection of p53 'hot spot' mutations, we combined polymerase chain reaction based single-strand conformational polymorphism (PCR-SSCP) analysis with sequence specific-clamping by peptide nucleic acids (PNAs) in a one-step reaction tube protocol. For this purpose, we designed two PNA molecu...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/26.5.1356

    authors: Behn M,Schuermann M

    更新日期:1998-03-01 00:00:00

  • Transcriptional interference perturbs the binding of Sp1 to the HIV-1 promoter.

    abstract::Transcriptional interference between adjacent genes has been demonstrated in a variety of biological systems. To study this process in RNA polymerase II (pol II) transcribed genes we have analysed the effect of transcription on tandem HIV-1 promoters integrated into the genome of HeLa cells. We show that transcription...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/26.5.1294

    authors: Greger IH,Demarchi F,Giacca M,Proudfoot NJ

    更新日期:1998-03-01 00:00:00

  • A neutron investigation of yeast valyl-tRNA synthetase interaction with tRNAs.

    abstract::A new way of studying RNA-protein complexes, using neutron small angle scattering in solution, is described and was applied in the case of the system, yeast valyl-tRNA synthetase, interacting with its cognate and non cognate yeast tRNAs. It was shown that, when limited amounts of tRNA (either cognate or non cognate) a...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/4.7.2421

    authors: Giegé R,Jacrot B,Moras D,Thierry JC,Zaccai G

    更新日期:1977-07-01 00:00:00

  • Markerless gene replacement in Escherichia coli stimulated by a double-strand break in the chromosome.

    abstract::A simple and efficient gene replacement method, based on the recombination and repair activities of the cell, was developed. The method permits the targeted construction of markerless deletions, insertions and point mutations in the Escherichia coli chromosome. A suicide plasmid, carrying the mutant allele and the rec...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/27.22.4409

    authors: Pósfai G,Kolisnychenko V,Bereczki Z,Blattner FR

    更新日期:1999-11-15 00:00:00

  • Plasmodium falciparum heterochromatin protein 1 binds to tri-methylated histone 3 lysine 9 and is linked to mutually exclusive expression of var genes.

    abstract::Increasing experimental evidence shows a prominent role of histone modifications in the coordinated control of gene expression in the human malaria parasite Plasmodium falciparum. The search for the histone-mark-reading machinery that translates histone modifications into biological processes, such as formation of het...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkp115

    authors: Pérez-Toledo K,Rojas-Meza AP,Mancio-Silva L,Hernández-Cuevas NA,Delgadillo DM,Vargas M,Martínez-Calvillo S,Scherf A,Hernandez-Rivas R

    更新日期:2009-05-01 00:00:00

  • BSD: the Biodegradative Strain Database.

    abstract::The Biodegradative Strain Database (BSD) is a freely-accessible, web-based database providing detailed information on degradative bacteria and the hazardous substances that they degrade, including corresponding literature citations, relevant patents and links to additional web-based biological and chemical data. The B...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkg032

    authors: Urbance JW,Cole J,Saxman P,Tiedje JM

    更新日期:2003-01-01 00:00:00

  • Substrate specificity of the Ogg1 protein of Saccharomyces cerevisiae: excision of guanine lesions produced in DNA by ionizing radiation- or hydrogen peroxide/metal ion-generated free radicals.

    abstract::We have investigated the substrate specificity of the Ogg1 protein of Saccharomyces cerevisiae (yOgg1 protein) for excision of modified DNA bases from oxidatively damaged DNA substrates using gas chromatography/isotope dilution mass spectrometry. Four DNA substrates prepared by treatment with H2O2/Fe(III)-EDTA/ascorbi...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/26.5.1228

    authors: Karahalil B,Girard PM,Boiteux S,Dizdaroglu M

    更新日期:1998-03-01 00:00:00

  • The high fidelity and unique error signature of human DNA polymerase epsilon.

    abstract::Bulk replicative DNA synthesis in eukaryotes is highly accurate and efficient, primarily because of two DNA polymerases (Pols): Pols δ and ε. The high fidelity of these enzymes is due to their intrinsic base selectivity and proofreading exonuclease activity which, when coupled with post-replication mismatch repair, he...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkq1034

    authors: Korona DA,Lecompte KG,Pursell ZF

    更新日期:2011-03-01 00:00:00

  • IslandViewer update: Improved genomic island discovery and visualization.

    abstract::IslandViewer (http://pathogenomics.sfu.ca/islandviewer) is a web-accessible application for the computational prediction and analysis of genomic islands (GIs) in bacterial and archaeal genomes. GIs are clusters of genes of probable horizontal origin and are of high interest because they disproportionately encode virul...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkt394

    authors: Dhillon BK,Chiu TA,Laird MR,Langille MG,Brinkman FS

    更新日期:2013-07-01 00:00:00

  • Oligonucleotide immobilization on micropatterned streptavidin surfaces.

    abstract::We describe a simple procedure for photolithographic patterning of streptavidin on silicon substrates. Long wavelength UV (365 nm) light was used to direct the covalent attachment of photoactivatable biotin onto silylated silicon wafers. Fluorescently labeled streptavidin was found to bind only in areas exposed to the...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/28.8.e33

    authors: Sabanayagam CR,Smith CL,Cantor CR

    更新日期:2000-04-15 00:00:00

  • Induction of unique structural changes in guanine-rich DNA regions by the triazoloacridone C-1305, a topoisomerase II inhibitor with antitumor activities.

    abstract::We recently reported that the antitumor triazoloacridone, compound C-1305, is a topoisomerase II poison with unusual properties. In this study we characterize the DNA interactions of C-1305 in vitro, in comparison with other topoisomerase II inhibitors. Our results show that C-1305 binds to DNA by intercalation and po...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gki904

    authors: Lemke K,Wojciechowski M,Laine W,Bailly C,Colson P,Baginski M,Larsen AK,Skladanowski A

    更新日期:2005-10-27 00:00:00

  • Inhibition of self-splicing group I intron RNA: high-throughput screening assays.

    abstract::High-throughput screening assays have been developed to rapidly identify small molecule inhibitors targeting catalytic group I introns. Biochemical reactions catalyzed by a self-splicing group I intron derived from Pneumocystis carinii or from bacteriophage T4 have been investigated. In vitro biochemical assays amenab...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/24.24.5051

    authors: Mei HY,Cui M,Sutton ST,Truong HN,Chung FZ,Czarnik AW

    更新日期:1996-12-15 00:00:00

  • DNA binding and oligomerization of NtrC studied by fluorescence anisotropy and fluorescence correlation spectroscopy.

    abstract::Fluorescence anisotropy and fluorescence correlation spectroscopy measurements of rhodamine-labeled DNA oligonucleotide duplexes have been used to determine equilibrium binding constants for DNA binding of the prokaryotic transcription activator protein NtrC. Measurements were made with wild-type NtrC from Escherichia...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/26.6.1373

    authors: Sevenich FW,Langowski J,Weiss V,Rippe K

    更新日期:1998-03-15 00:00:00

  • Biological availability and nuclease resistance extend the in vitro activity of a phosphorothioate-3'hydroxypropylamine oligonucleotide.

    abstract::Augmented biological activity in vitro has been demonstrated in oligonucleotides (oligos) modified to provide nuclease resistance, to enhance cellular uptake or to increase target affinity. How chemical modification affects the duration of effect of an oligo with potent activity has not been investigated directly. We ...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/22.6.977

    authors: Tam RC,Li Y,Noonberg S,Hwang DG,Lui G,Hunt CA,Garovoy MR

    更新日期:1994-03-25 00:00:00

  • CRISPR/Cas9-mediated modulation of splicing efficiency reveals short splicing isoform of Xist RNA is sufficient to induce X-chromosome inactivation.

    abstract::Alternative splicing of mRNA precursors results in multiple protein variants from a single gene and is critical for diverse cellular processes and development. Xist encodes a long noncoding RNA which is a central player to induce X-chromosome inactivation in female mammals and has two major splicing variants: long and...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkx1227

    authors: Yue M,Ogawa Y

    更新日期:2018-03-16 00:00:00