Evaluation of 2'-hydroxyl protection in RNA-synthesis using the H-phosphonate approach.

Abstract:

:A number of different protecting groups were compared with respect to their usefulness for protection of 2'-hydroxyl functions during synthesis of oligoribonucleotides using the H-phosphonate approach. The comparison was between the t-butyldimethylsilyl (t-BDMSi), the o-chlorobenzoyl (o-CIBz), the tetrahydropyranyl (THP), the 1-(2-fluorophenyl)-4-methoxypiperidin-4-yl (Fpmp), the 1-(2-chloro-4-methylphenyl)-4-methoxypiperidin-4-yl (Ctmp), and the 1-(2-chloroethoxy)ethyl (Cee) protecting groups. All these groups were tested in synthesis of dodecamers, (Up)11U and (Up)11A, using 5'-O-(4-monomethoxytrityl) or (4,4'-dimethoxytrityl) uridine H-phosphonate building blocks carrying the respective 2'-protection. The performance of the t-BDMSi and o-CIBz derivatives were also compared in synthesis of (Up)19U. The most successful syntheses were clearly those where the t-butyldimethylsilyl group was used. The o-chlorobenzoyl group also gave satisfactory results but seems somewhat limited with respect to synthesis of longer oligomers. The results with all tested acetal derivatives (Fpmp, Ctmp, Cee, THP) were much less successful due to some accompanying cleavage of internucleotidic H-phosphonate functions during removal of 5'-O-protection (DMT).

journal_name

Nucleic Acids Res

journal_title

Nucleic acids research

authors

Rozners E,Westman E,Strömberg R

doi

10.1093/nar/22.1.94

subject

Has Abstract

pub_date

1994-01-11 00:00:00

pages

94-9

issue

1

eissn

0305-1048

issn

1362-4962

journal_volume

22

pub_type

杂志文章
  • Chromosome XII context is important for rDNA function in yeast.

    abstract::The rDNA cluster in Saccharomyces cerevisiae is located 450 kb from the left end and 610 kb from the right end of chromosome XII and consists of approximately 150 tandemly repeated copies of a 9.1 kb rDNA unit. To explore the biological significance of this specific chromosomal context, chromosome XII was split at bot...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkl293

    authors: Kim YH,Ishikawa D,Ha HP,Sugiyama M,Kaneko Y,Harashima S

    更新日期:2006-05-31 00:00:00

  • NetVenn: an integrated network analysis web platform for gene lists.

    abstract::Many lists containing biological identifiers, such as gene lists, have been generated in various genomics projects. Identifying the overlap among gene lists can enable us to understand the similarities and differences between the data sets. Here, we present an interactome network-based web application platform named N...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gku331

    authors: Wang Y,Thilmony R,Gu YQ

    更新日期:2014-07-01 00:00:00

  • Automatic assessment of alignment quality.

    abstract::Multiple sequence alignments play a central role in the annotation of novel genomes. Given the biological and computational complexity of this task, the automatic generation of high-quality alignments remains challenging. Since multiple alignments are usually employed at the very start of data analysis pipelines, it i...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gki1020

    authors: Lassmann T,Sonnhammer EL

    更新日期:2005-12-16 00:00:00

  • Activation of the Bcl-2 promoter by nerve growth factor is mediated by the p42/p44 MAPK cascade.

    abstract::The Bcl-2 protein has an anti-apoptotic effect in neuronal and other cell types. We show for the first time that the Bcl-2 promoter is activated by the neuronal survival factor nerve growth factor (NGF) and that this effect is dependent on a region of the promoter from -1472 to -1414. This activation requires the Rap-...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/27.10.2086

    authors: Liu YZ,Boxer LM,Latchman DS

    更新日期:1999-05-15 00:00:00

  • The essential transcription factor Reb1p interacts with the CLB2 UAS outside of the G2/M control region.

    abstract::Regulation of CLB2 is important both for completion of the normal vegetative cell cycle in Saccharomyces cerevisiae and for departure from the vegetative cell cycle upon nitrogen deprivation. Cell cycle-regulated transcription of CLB2 in the G2/M phase is known to be brought about by a set of proteins including Mcm1p,...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkg638

    authors: Van Slyke C,Grayhack EJ

    更新日期:2003-08-01 00:00:00

  • An oxidized nucleotide affects DNA replication through activation of protein kinases in Xenopus egg lysates.

    abstract::To elucidate the response to oxidative stress in eukaryotic cells, the effect of an oxidized nucleotide, 8-oxo-2'-deoxyguanosine 5'-triphosphate (8-oxo-dGTP), generated from dGTP with an active oxygen, on DNA synthesis was studied using a cell-free DNA replication system derived from Xenopus egg lysates with a single-...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/30.2.569

    authors: Kai T,Matsunaga R,Eguchi M,Kamiya H,Kasai H,Suzuki M,Izuta S

    更新日期:2002-01-15 00:00:00

  • LATERAL ORGAN BOUNDARIES defines a new family of DNA-binding transcription factors and can interact with specific bHLH proteins.

    abstract::Conserved in a variety of evolutionarily divergent plant species, LOB DOMAIN (LBD) genes define a large, plant-specific family of largely unknown function. LBD genes have been implicated in a variety of developmental processes in plants, although to date, relatively few members have been assigned functions. LBD protei...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkm775

    authors: Husbands A,Bell EM,Shuai B,Smith HM,Springer PS

    更新日期:2007-01-01 00:00:00

  • Single locus microsatellites isolated using 5' anchored PCR.

    abstract::Microsatellites are widely used as genetic markers because they are co-dominant, multiallelic, easily scored and highly polymorphic. A major drawback of microsatellite markers is the time and cost required to characterise them. We have developed a novel technique to reduce this cost by producing a microsatellite-rich ...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/24.21.4369

    authors: Fisher PJ,Gardner RC,Richardson TE

    更新日期:1996-11-01 00:00:00

  • 2'-Deoxynucleoside 5'-triphosphates modified at alpha-, beta- and gamma-phosphates as substrates for DNA polymerases.

    abstract::Replacement of alpha-, beta- and gamma-phosphate groups in 2'-deoxynucleoside 5'-triphosphates (dNTP) with phosphonate groups yields a new set of dNTP mimics with potential biological and therapeutic applications. Here, we describe the synthesis of 15 new dNTPs modified at alpha-, beta- and gamma-phosphates containing...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/26.3.778

    authors: Alexandrova LA,Skoblov AY,Jasko MV,Victorova LS,Krayevsky AA

    更新日期:1998-02-01 00:00:00

  • Codon-reading specificity of an unmodified form of Escherichia coli tRNA1Ser in cell-free protein synthesis.

    abstract::Unmodified tRNA molecules are useful for many purposes in cell-free protein biosynthesis, but there is little information about how the lack of tRNA post-transcriptional modifications affects the coding specificity for synonymous codons. In the present study, we prepared an unmodified form of Escherichia coli tRNA1Ser...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/24.15.2894

    authors: Takai K,Takaku H,Yokoyama S

    更新日期:1996-08-01 00:00:00

  • Assays for DNA double-strand break repair by microhomology-based end-joining repair mechanisms.

    abstract::DNA double stranded breaks (DSBs) are one of the most deleterious types of DNA lesions. The main pathways responsible for repairing these breaks in eukaryotic cells are homologous recombination (HR) and non-homologous end-joining (NHEJ). However, a third group of still poorly characterized DSB repair pathways, collect...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkv1349

    authors: Kostyrko K,Mermod N

    更新日期:2016-04-07 00:00:00

  • Molecular cloning and nucleotide sequencing of the gene for E. coli cAMP receptor protein.

    abstract::The crp gene of E. coli, which codes for cAMP receptor protein (CRP), has been cloned in the plasmid pBR322 on the basis of a genetic complementation. One of the recombinant plasmids, pHA1, was shown to direct the synthesis of CRP in a cell-free system. The location of the crp gene was determined by constructing subcl...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/10.4.1345

    authors: Aiba H,Fujimoto S,Ozaki N

    更新日期:1982-02-25 00:00:00

  • Improved nucleotide selectivity and termination of 3'-OH unblocked reversible terminators by molecular tuning of 2-nitrobenzyl alkylated HOMedU triphosphates.

    abstract::We describe a novel 3'-OH unblocked reversible terminator with the potential to improve accuracy and read-lengths in next-generation sequencing (NGS) technologies. This terminator is based on 5-hydroxymethyl-2'-deoxyuridine triphosphate (HOMedUTP), a hypermodified nucleotide found naturally in the genomes of numerous ...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkq1293

    authors: Litosh VA,Wu W,Stupi BP,Wang J,Morris SE,Hersh MN,Metzker ML

    更新日期:2011-03-01 00:00:00

  • Topoisomerase II minimizes DNA entanglements by proofreading DNA topology after DNA strand passage.

    abstract::By transporting one DNA double helix (T-segment) through a double-strand break in another (G-segment), topoisomerase II reduces fractions of DNA catenanes, knots and supercoils to below equilibrium values. How DNA segments are selected to simplify the equilibrium DNA topology is enigmatic, and the biological relevance...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkt1037

    authors: Martínez-García B,Fernández X,Díaz-Ingelmo O,Rodríguez-Campos A,Manichanh C,Roca J

    更新日期:2014-02-01 00:00:00

  • Transcriptional repression of BRCA1 by aberrant cytosine methylation, histone hypoacetylation and chromatin condensation of the BRCA1 promoter.

    abstract::BRCA1 expression is repressed by aberrant cytosine methylation in sporadic breast cancer. We hypothesized that aberrant cytosine methylation of the BRCA1 promoter was associated with the transcriptionally repressive effects of histone hypoacetylation and chromatin condensation. To address this question, we developed a...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/28.17.3233

    authors: Rice JC,Futscher BW

    更新日期:2000-09-01 00:00:00

  • Influence of the sequence-dependent flexure of DNA on transcription in E. coli.

    abstract::In order to study the effects of DNA structure on cellular processes such as transcription, we have made a series of plasmids that locate several different kinds of DNA structure (stiff, flexible or curved) near the sites of cleavage by commonly-used restriction enzymes. One can use these plasmids to place any DNA reg...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/17.22.9447

    authors: Collis CM,Molloy PL,Both GW,Drew HR

    更新日期:1989-11-25 00:00:00

  • RNA synthesis in isolated yeast mitochondria.

    abstract::Isolated yeast mitochondria incorporate added UTP into RNA. Amongst the products formed are the two rRNAs, 4S RNA and several components presumed to be mRNAs. In omega+ strains (containing an intervening sequence in the 21S rRNA gene) besides mature 21S rRNA a transcript could be detected still containing nucleotide s...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/9.23.6369

    authors: Groot GS,van Harten-Loosbroek N,van Ommen GJ,Pijst HL

    更新日期:1981-12-11 00:00:00

  • Direct micro-haplotyping by multiple double PCR amplifications of specific alleles (MD-PASA).

    abstract::Analysis of haplotypes is an important tool in population genetics, familial heredity and gene mapping. Determination of haplotypes of multiple single nucleotide polymorphisms (SNPs) or other simple mutations is time consuming and expensive when analyzing large populations, and often requires the help of computational...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gnf062

    authors: Eitan Y,Kashi Y

    更新日期:2002-06-15 00:00:00

  • Cassette labeling for facile construction of energy transfer fluorescent primers.

    abstract::DNA primer sets, labeled with two fluorescent dyes to exploit fluorescence energy transfer (ET), can be efficiently excited with a single laser line and emit strong fluorescence at distinctive wavelengths. Such ET primers are superior to single fluorophore-labeled primers for DNA sequencing and other multiple color-ba...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/24.6.1144

    authors: Ju J,Glazer AN,Mathies RA

    更新日期:1996-03-15 00:00:00

  • Interaction of the Escherichia coli fdhF mRNA hairpin promoting selenocysteine incorporation with the ribosome.

    abstract::The codon UGA located 5' adjacent to an mRNA hairpin within fdhF mRNA promotes the incorporation of the amino acid selenocysteine into formate dehydrogenase H of Escherichia coli. The loop region of this mRNA hairpin has been shown to bind to the special elongation factor SELB, which also forms a complex with selenocy...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/24.20.3903

    authors: Hüttenhofer A,Heider J,Böck A

    更新日期:1996-10-15 00:00:00

  • RegulonDB v 10.5: tackling challenges to unify classic and high throughput knowledge of gene regulation in E. coli K-12.

    abstract::RegulonDB, first published 20 years ago, is a comprehensive electronic resource about regulation of transcription initiation of Escherichia coli K-12 with decades of knowledge from classic molecular biology experiments, and recently also from high-throughput genomic methodologies. We curated the literature to keep Reg...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gky1077

    authors: Santos-Zavaleta A,Salgado H,Gama-Castro S,Sánchez-Pérez M,Gómez-Romero L,Ledezma-Tejeida D,García-Sotelo JS,Alquicira-Hernández K,Muñiz-Rascado LJ,Peña-Loredo P,Ishida-Gutiérrez C,Velázquez-Ramírez DA,Del Moral-Chávez V,Bonavid

    更新日期:2019-01-08 00:00:00

  • A cellular protein binds to a conserved sequence in the adenovirus type 2 enhancer.

    abstract::A sensitive gel retention assay has been utilized to detect proteins from uninfected Hela nuclei which interact with the adenovirus type 2 enhancer. This assay has been employed to monitor fractionation of nuclear extracts. Three enhancer binding factors were resolved by chromatography on DEAE-Sepharose and one of the...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/15.6.2719

    authors: Barrett P,Clark L,Hay RT

    更新日期:1987-03-25 00:00:00

  • GeneSpeed: protein domain organization of the transcriptome.

    abstract::The GeneSpeed database (http://genespeed.uchsc.edu/) is an online database and resource tool facilitating the detailed study of protein domain homology in the transcriptomes of Homo sapiens, Mus musculus, Drosophila melanogaster and Caenorhabditis elegans. The population schema for the GeneSpeed database takes advanta...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gkl990

    authors: Kutchma A,Quayum N,Jensen J

    更新日期:2007-01-01 00:00:00

  • Cloning and sequence determination of the Schizosaccharomyces pombe rpb2 gene encoding the subunit 2 of RNA polymerase II.

    abstract::The gene, rpb2, encoding the second largest subunit, subunit 2, of RNA polymerase II has been cloned from Schizosaccharomyces pombe using the corresponding gene, RPB2, of Saccharomyces cerevisiae as a probe for cross-hybridization. We have determined the complete nucleotide sequence of rpb2, and parts of the PCR-ampli...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/21.3.469

    authors: Kawagishi M,Yamagishi M,Ishihama A

    更新日期:1993-02-11 00:00:00

  • Unrecognized sequence homologies may confound genome-wide association studies.

    abstract::Genome-wide association studies (GWAS) have become a preferred method to identify new genetic susceptibility loci. This technique aims to understanding the molecular etiology of common diseases, but in many cases, it has led to the identification of loci with no obvious biological relevance. Herein, we show that previ...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/gks169

    authors: Galichon P,Mesnard L,Hertig A,Stengel B,Rondeau E

    更新日期:2012-06-01 00:00:00

  • The effect of amino groups on the stability of DNA duplexes and triplexes based on purines derived from inosine.

    abstract::The effect of amino groups attached at positions 2 and 8 of the hypoxanthine moiety in the structure, reactivity and stability of DNA duplexes and triplexes is studied by means of quantum mechanical calculations, as well as extended molecular dynamics (MD) and thermodynamic integration (MD/TI) simulations. Theoretical...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/29.12.2522

    authors: Cubero E,Güimil-García R,Luque FJ,Eritja R,Orozco M

    更新日期:2001-06-15 00:00:00

  • Synthesis of oligodeoxyribonucleotides containing degenerate bases and their use as primers in the polymerase chain reaction.

    abstract::Heptadecaoligodeoxyribonucleotides containing one or more of the bases, 6H,8H-3,4-dihydropyrimido[4,5-c][1,2]oxazin-7-one (P), 2-amino-6-methoxyaminopurine (K), and hypoxanthine (I) and combinations of P with K and I have been synthesised on a DNA synthesiser. The stability of duplexes containing these basemodified ol...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/20.19.5149

    authors: Lin PK,Brown DM

    更新日期:1992-10-11 00:00:00

  • Proton magnetic resonance studies of ultraviolet-irradiated apurinic acid.

    abstract::In apurinic acid, a single-stranded polydeoxyribonucleotide easily obtained upon depurination of DNA, the proton resonances arising from thymine and cytosine are readily observable in aqueous solution of 25 degrees C. Two methyl thymine resonances, centered at 1.88 ppm and separated by 0.045 ppm, are observed. We attr...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/1.8.999

    authors: Rahn RO,Schleich T

    更新日期:1974-08-01 00:00:00

  • Error-free and error-prone lesion bypass by human DNA polymerase kappa in vitro.

    abstract::Error-free lesion bypass and error-prone lesion bypass are important cellular responses to DNA damage during replication, both of which require a DNA polymerase (Pol). To identify lesion bypass DNA polymerases, we have purified human Polkappa encoded by the DINB1 gene and examined its response to damaged DNA templates...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/28.21.4138

    authors: Zhang Y,Yuan F,Wu X,Wang M,Rechkoblit O,Taylor JS,Geacintov NE,Wang Z

    更新日期:2000-11-01 00:00:00

  • RNA editing in the acceptor stem of squid mitochondrial tRNA(Tyr).

    abstract::In squid (Loligo bleekeri) mitochondria, the two 3'-terminal nucleotides (G72-G73) of the tRNA(Tyr) gene overlap with the two 5'-terminal nucleotides (G1-G2) of the downstream tRNA(Cys) gene. To elucidate the processing mechanism(s) of the tRNA molecules derived from this region, tRNAs were analyzed by sequencing cDNA...

    journal_title:Nucleic acids research

    pub_type: 杂志文章

    doi:10.1093/nar/24.24.4987

    authors: Tomita K,Ueda T,Watanabe K

    更新日期:1996-12-15 00:00:00