- Phosphorylated 5-ethynyl-2′-deoxyuridine for advanced DNA labeling
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The representative DNA-labeling agent 5-ethynyl-2′-deoxyuridine (EdU) was chemically modified to improve its function. Chemical monophosphorylation was expected to enhance the efficiency of the substrate in DNA polymerization by circumventing the enzymati
- Seo, Siyoong,Onizuka, Kazumitsu,Nishioka, Chieko,Takahashi, Eiki,Tsuneda, Satoshi,Abe, Hiroshi,Ito, Yoshihiro
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- Turning Off Transcription with Bacterial RNA Polymerase through CuAAC Click Reactions of DNA Containing 5-Ethynyluracil
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Copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC) click reaction in the major groove of DNA containing 5-ethynyluracil (UE) with azides was used for turning off sequence-specific protein–DNA interactions. The concept was first demonstrated
- Slaví?ková, Michaela,Janou?ková, Martina,?imonová, Anna,Cahová, Hana,Kambová, Milada,?anderová, Hana,Krásny, Libor,Hocek, Michal
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- Synthesis of tricarbonyl rhenium and technetium complexes of a 5′-carboxamide 5-ethyl-2′-deoxyuridine for selective inhibition of herpes simplex virus thymidine kinase 1
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Herpes simplex virus thymidine kinase type 1 (HSV1-TK) is frequently used as reporter protein in gene therapy. Our aim is to produce single photon emitting reporter probe based on technetium-99m. The synthesis of organometallic technetium and rhenium comp
- Desbouis,Schubiger,Schibli
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- 5-Alkynyl analogs of arabinouridine and 2′-deoxyuridine: Cytostatic activity against herpes simplex virus and varicella-zoster thymidine kinase gene-transfected cells
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A group of arabinouridines (TMSEAU, EAU, IEAU-TA) and 2′- deoxyuridines (TMSEDU, EDU, IEDU) having a variety of substituents at the uracil C-5 position (trimethylsilylethynyl, TMSE; ethynyl, E; or iodoethynyl, IE), and the sugar C-2′ position (2′-arabino
- Cristofoli, Walter A.,Wiebe, Leonard I.,De Clercq, Erik,Andrei, Graciela,Snoeck, Robert,Balzarini, Jan,Knaus, Edward E.
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- Tropolone-Conjugated DNA: Fluorescence Enhancement in the Duplex
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Tropolone (2-hydroxycyclohepta-2,4,6-triene-1-one and tautomer) is a non-benzenoid bioactive natural chromophore with pH-dependent fluorescence character and extraordinary metal binding affinities, especially with transition-metal ions Cu2+/Zn
- Bollu, Amarnath,Sharma, Nagendra K.
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- Intermolecular hydrogen-bond interaction to promote thermoreversible 2'-deoxyuridine-based AIE-organogels
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Fluorescent supramolecular nucleoside-based organogels or hydrogels have attracted increasing attention owing to their tunable stability, drug delivery, tissue engineering, and inherent biocompatibility for applications in designing sensors. As the temper
- Zhao, Xuan,Zhao, Long,Xiao, Qiuyun,Xiong, Hai
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p. 1363 - 1367
(2020/10/27)
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- Thermodynamic Reaction Control of Nucleoside Phosphorolysis
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Nucleoside analogs represent a class of important drugs for cancer and antiviral treatments. Nucleoside phosphorylases (NPases) catalyze the phosphorolysis of nucleosides and are widely employed for the synthesis of pentose-1-phosphates and nucleoside analogs, which are difficult to access via conventional synthetic methods. However, for the vast majority of nucleosides, it has been observed that either no or incomplete conversion of the starting materials is achieved in NPase-catalyzed reactions. For some substrates, it has been shown that these reactions are reversible equilibrium reactions that adhere to the law of mass action. In this contribution, we broadly demonstrate that nucleoside phosphorolysis is a thermodynamically controlled endothermic reaction that proceeds to a reaction equilibrium dictated by the substrate-specific equilibrium constant of phosphorolysis, irrespective of the type or amount of NPase used, as shown by several examples. Furthermore, we explored the temperature-dependency of nucleoside phosphorolysis equilibrium states and provide the apparent transformed reaction enthalpy and apparent transformed reaction entropy for 24 nucleosides, confirming that these conversions are thermodynamically controlled endothermic reactions. This data allows calculation of the Gibbs free energy and, consequently, the equilibrium constant of phosphorolysis at any given reaction temperature. Overall, our investigations revealed that pyrimidine nucleosides are generally more susceptible to phosphorolysis than purine nucleosides. The data disclosed in this work allow the accurate prediction of phosphorolysis or transglycosylation yields for a range of pyrimidine and purine nucleosides and thus serve to empower further research in the field of nucleoside biocatalysis. (Figure presented.).
- Kaspar, Felix,Giessmann, Robert T.,Neubauer, Peter,Wagner, Anke,Gimpel, Matthias
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supporting information
p. 867 - 876
(2020/01/24)
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- Direct incorporation and extension of a fluorescent nucleotide through rolling circle DNA amplification for the detection of microRNA 24-3P
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We designed and synthesized several fluorescent nucleotides from thiophene, anthracene and pyrene, which have different sizes, and screened their incorporation and extension capability during the rolling circle amplification of DNA. The thiophene-based fluorescent nucleotide (dUthioTP) could highly incorporate and extended into the rolling circle DNA product, while other fluorescent nucleotides (dUanthTP, and dUpyrTP) could not. This dUthioTP fluorescent nucleotide could be used for the detection of miRNA 24-3P, which is related PRRSV. This direct labeling system during rolling circle DNA amplification exhibited an increased fluorescence signal showing gel formation for the detection of miRNA 24-3P. This direct labeling system is a very simple and cost-efficient method for the detection miRNA 24-3P and also exhibited highly sensitive and selective detection properties.
- Le, Binh Huy,Seo, Young Jun
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p. 2035 - 2038
(2018/05/04)
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- Diverse size approach to incorporate and extend highly fluorescent unnatural nucleotides into DNA
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We have prepared a series of size-diverse unnatural nucleotides containing fluorescent (dApyrTP, dUpyrTP, dUantTP, dUthiTP) and quencher (dUazoTP) units, as well as nucleotides presenting small functional groups (dAethTP, dAoctTP, dUethTP, dUiodTP), all based on deoxyadenosine and deoxyuridine, and examined their suitability for use in enzymatic incorporation and extension into DNA. We observed a size-dependence of the incorporation and extension capability (following the order dUiodTP?=?dUethTP?=?dUthiTP?>?dUazoTP?>?dUpyrTP?>?dUantTP) during primer extension. This result was supported by circular dichroism (CD) spectra, which revealed a trend in the different B-form DNA structures depending on the size of the unit at the 5-position of the deoxyuridine (dUiodTP?>?dUethTP?>?dUthiTP?>?dUpyrTP), obtained from the PCR products. Interestingly, dUthiTP could be incorporated and extended into long DNA strands during primer extension and even PCR amplification, with CD spectroscopy confirming a stable secondary B-form duplex DNA structure. We observed full-length extension products even when combining dUthiTP with a template containing 24 continuous dA units during the primer extension. Thus, we believe that dUthiTP is a promising fluorescent nucleotide for a diverse range of biological applications requiring multiple incorporation and extension directly without disruption of B-form DNA structures.
- Le, Binh Huy,Koo, Ja Choon,Joo, Han Na,Seo, Young Jun
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p. 3591 - 3596
(2017/06/13)
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- Catalysis of Michael Additions by Covalently Modified G-Quadruplex DNA
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Enantioselective catalysis utilizing G-quadruplex DNA-based artificial metalloenzymes has emerged as a new approach in the field of aqueous-phase homogeneous catalysis. Recently, a catalytic asymmetric Michael addition employing a covalently modified G-quadruplex in combination with CuII ions has been reported. Here we assess, by systematic chemical variation and using various spectrometric techniques, a variety of parameters that govern rate acceleration and stereoselectivity of the reaction, such as the position of modification, the topology of the quadruplex, the nature of the ligand, the length of the linker between ligand and DNA, the chemical identity of monovalent ions and transition metal complexes. The DNA quadruplex modified at position 10 (dU10) with hexynyl-linked bpy ligand showed twice the initial reaction rate as compared with the DNA strand derivatized at position 12 (dU12). The strikingly different dependence of the stereoselectivity on the linker length, and their different spectroscopic properties indicate large differences in the architecture of the catalytic centers between the dU10-derivatized and the dU12-modified quadruplexes. Upon addition of CuII, both types of bpy-derivatized DNA strands form defined 1:1 Cu–DNA complexes stable enough for mass spectrometric analysis, while the underivatized strands exhibit weak and unspecific binding, correlated with much lower catalytic rate acceleration. Both dU10- and dU12-derivatized quadruplexes could be reused ten times without reduction of stereoselectivity.
- Dey, Surjendu,Rühl, Carmen L.,J?schke, Andres
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p. 12162 - 12170
(2017/09/14)
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- METHODS FOR THE DEVELOPMENT OF VACCINES BASED ON OLIGOSACCHARIDE-OLIGONUCLEOTIDE CONJUGATES
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Described herein are oligosaccharide-oligonucleotide conjugates useful as vaccines against one or more human or veterinary therapeutic indications, and methods of synthesizing and identifying them. The conjugates may be identified using non-human antibodi
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- HEAVY ATOM LABELED NUCLEOSIDES, NUCLEOTIDES, AND NUCLEIC ACID POLYMERS, AND USES THEREOF
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The present disclosure provides compositions and methods to sequence nucleic acid polymers for improving sequencing read length using electron microscopy, e.g., high-resolution scanning transmission electron microscopy (STEM). The present disclosure further provides heavy-atom labeled compounds of Formula (I): nucleic acid polymers comprising one or more heavy-atom labeled units of Formula (II'): such as heavy-atom labeled nucleic acid polymers of Formula (II): and salts thereof, wherein each of G 1, G2, G 3, M 1, M2, Base, and n are as defined herein, optionally for use in the methods described.
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- One-pot approach to functional nucleosides possessing a fluorescent group using nucleobase-exchange reaction by thymidine phosphorylase
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Herein, we describe β-selective coupling between a modified uracil and a deoxyribose to produce functionalized nucleosides catalyzed by thymidine phosphorylase derived from Escherichia coli. This enzyme mediates nucleobase-exchange reactions to convert unnatural nucleosides possessing a large functional group such as a fluorescent molecule, coumarin or pyrene, linked via an alkyl chain at the C5 position of uracil. 5-(Coumarin-7-oxyhex-5- yn)uracil (C4U) displayed 57.2% conversion at 40% DMSO concentration in 1.0 mM phosphate buffer pH 6.8 to transfer thymidine to an unnatural nucleoside with C4U as the base. In the case of using 5-(pyren-1-methyloxyhex-5-yn)uracil (P4U) as the substrate, TP also could catalyse the reaction to generate a product with a very large functional group at 50% DMSO concentration (21.6% conversion). We carried out docking simulations using MF myPrest for the modified uracil bound to the active site of TP. The uracil moiety of the substrate binds to the active site of TP, with the fluorescent moiety linked to the C5 position of the nucleobase located outside the surface of the enzyme. As a consequence, the bulky fluorescent moiety binding to uracil has little influence on the coupling reaction.
- Hatano, Akihiko,Kurosu, Masayuki,Yonaha, Susumu,Okada, Munehiro,Uehara, Sanae
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p. 6900 - 6905
(2013/10/08)
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- 5-Ethynyl-2′-deoxyuridine as a molecular probe of cell proliferation for high-content siRNA screening assay by "click" chemistry
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Labelling and identification of proliferating cells is important for the study of physiological or pathological processes in high-content screening (HCS) assays. Here we describe ethynyl deoxyuridine (EdU) as a biomarker for the assessment of cell proliferation and clearly demonstrate the feasibility of the EdU-labelling method for use in HCS assays. EdU detection is highly robust, reproducible, technically simple, and well suited for automated segmentation, which provides an excellent alternative for setting up multiplexed HCS assays of siRNA, miRNA and small-molecule libraries.
- Chen, Miaojuan,Qu, Dezhong,Chi, Weilin,Wang, Wei,Ren, Xiaoshuai,Cong, Shujie,Liang, Peizhou,Feng, Shipeng,Zhang, Biliang
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p. 1702 - 1710
(2012/05/19)
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- Site-directed spin-labeling of DNA by the azide-alkyne 'Click' reaction: Nanometer distance measurements on 7-deaza-2′-deoxyadenosine and 2′-deoxyuridine nitroxide conjugates spatially separated or linked to a 'dA-dT' base pair
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Nucleobase-directed spin-labeling by the azide-alkyne 'click' (CuAAC) reaction has been performed for the first time with oligonucleotides. 7-Deaza-7-ethynyl-2′-deoxyadenosine (1) and 5-ethynyl-2′- deoxyuridine (2) were chosen to incorporate terminal triple bonds into DNA. Oligonucleotides containing 1 or 2 were synthesized on a solid phase and spin labeling with 4-azido-2,2,6,6-tetramethylpiperidine 1-oxyl (4-azido-TEMPO, 3) was performed by post-modification in solution. Two spin labels (3) were incorporated with high efficiency into the DNA duplex at spatially separated positions or into a 'dA-dT' base pair. Modification at the 5-position of the pyrimidine base or at the 7-position of the 7-deazapurine residue gave steric freedom to the spin label in the major groove of duplex DNA. By applying cw and pulse EPR spectroscopy, very accurate distances between spin labels, within the range of 1-2nm, were measured. The spin-spin distance was 1.8A±0. 2nm for DNA duplex 17(dA7,10)·11 containing two spin labels that are separated by two nucleotides within one individual strand. A distance of 1.4A±0.2nm was found for the spin-labeled 'dA-dT' base pair 15(dA7)·16(dT6). The 'click' approach has the potential to be applied to all four constituents of DNA, which indicates the universal applicability of the method. New insights into the structural changes of canonical or modified DNA are expected to provide additional information on novel DNA structures, protein interaction, DNA architecture, and synthetic biology. 'Clicked' DNA spin labels: Spin labels (spheres in the figure) have been incorporated by click chemistry into DNA duplexes at spatially separated positions or into a 'dA-dT' base pair with high efficiency. Very accurate distances between spin labels, within a range of 1-2nm, were measured by continuous wave and pulse EPR spectroscopy. Copyright
- Ding, Ping,Wunnicke, Dorith,Steinhoff, Heinz-Juergen,Seela, Frank
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supporting information; scheme or table
p. 14385 - 14396
(2011/03/22)
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- Alkenyl substituted bicyclic nucleoside analogues retain nanomolar potency against Varicella Zoster Virus
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Novel alkenyl substituted aryl bicyclic furano pyrimidines have been prepared and evaluated in vitro against Varicella Zoster Virus (VZV). The para-substituted analogues retain the nanomolar potency we have reported for p-alkyl analogues, while the ortho-
- McGuigan, Christopher,Bidet, Olivier,Derudas, Marco,Andrei, Graciela,Snoeck, Robert,Balzarini, Jan
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body text
p. 3025 - 3027
(2009/09/30)
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- Synthesis and enzymatic incorporation of modified deoxyuridine triphosphates
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We describe the synthesis of 2′-deoxyuridine-5′-triphosphate derivatives bearing linkers of varying length, bulk and flexibility, at position 5 of the pyrimidine base. Nucleotide analogues with terminal functional groups are of interest due to their appli
- Borsenberger, Vinciane,Kukwikila, Mikiembo,Howorka, Stefan
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experimental part
p. 3826 - 3835
(2009/10/23)
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- Metallo-nucleosides: Synthesis and biological evaluation of hexacarbonyl dicobalt 5-alkynyl-2′-deoxyuridines
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Reactions of 5-alkynyl-2′-deoxyuridines with dicobalt octacarbonyl Co2(CO)8 in THF at room temperature gave hexacarbonyl dicobalt nucleoside complexes (77-93%). The metallo-nucleosides were characterized, including an X-ray structure
- Sergeant, Craig D.,Ott, Ingo,Sniady, Adam,Meneni, Srinivasarao,Gust, Ronald,Rheingold, Arnold L.,Dembinski, Roman
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- Synthesis and biological evaluation of a lipophilic, fluorine-18-labeled 5-ethynyl-2′-deoxyuridine derivative
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The synthesis and preliminary biological evaluation of a lipophilic, fluorine-18-labeled 5-ethynyl-2′-deoxyuridine derivative [ 18F]-3 is described. Initially, 5-ethynyl-2′-deoxyuridine 5 was synthesized by coupling trimethylsilyl protected ace
- Chitneni, Satish K.,De Ruymaeker, Tom,Balzarini, Jan,Verbruggen, Alfons M.,Bormans, Guy M.
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p. 649 - 655
(2008/02/10)
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- Design and studies of novel 5-substituted alkynylpyrimidine nucleosides as potent inhibitors of mycobacteria
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We herein report a new category of 5-substituted pyrimidine nucleosides as potent inhibitors of mycobacteria. A series of 5-alkynyl derivatives of 2′-deoxyuridine (1-8), 2′-deoxycytidine (9-14), uridine (15-17), and 2′-O-methyluridine (18, 19) were synthe
- Rai, Dinesh,Johar, Monika,Manning, Tracey,Agrawal,Kunimoto, Dennis Y.,Kumar, Rakesh
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p. 7012 - 7017
(2007/10/03)
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- Bicyclic nucleoside inhibitors of Varicella-Zoster virus: The effect of branching in the p-alkylphenyl side chain
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Further to the discovery of bicyclic furanopyrimidine nucleoside analogues (BCNAs) as potent anti-VZV agents, a branched series of this family of compounds was synthesised. The aim was to study the impact of the geometry and steric hindrance in the side c
- Luoni, Giovanna,McGuigan, Christopher,Andrei, Graciela,Snoeck, Robert,De Clercq, Erik,Balzarini, Jan
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p. 3791 - 3796
(2007/10/03)
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- Ru(II) and Os(II) nucleosides and oligonucleotides: Synthesis and properties
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A general and versatile method for the site-specific incorporation of polypyridine RuII and OsII complexes into DNA oligonucleotides using solid-phase phosphoramidite chemistry is reported. Novel nucleosides containing a [(bpy)2
- Hurley, Dennis J.,Tor, Yitznak
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p. 3749 - 3762
(2007/10/03)
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- Fluorescent 1,10-phenanthroline-containing oligonucleotides distinguish between perfect and mismatched base pairing
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(Matrix Presented) A fluorescent deoxyuridine analogue is sensitive to the polarity of its environment and exhibits a distinct emission profile in single-vs double-stranded oligonucleotides. Emission-monitored denaturation curves of internally modified dU
- Hurley, Dennis J.,Seaman, Susan E.,Mazura, Jan C.,Yitzhak, Tor
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p. 2305 - 2308
(2007/10/03)
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- Synthesis of (E)-5-[2-(tri-n-butylstannyl)vinyl] substituted 2'- deoxyuridine derivatives for use in halogenation and radiohalogenation reactions
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A facile synthesis is reported for 5-[2-(tri-n-butyl-stannyl)vinyl]-2'- deoxyuridine 1, starting from commercial 5-iodo-2'-deoxyuridine 2 via the stannylation reaction as the key step. The 3',5'-di-O-acetyl-N(3)-p-toluoyl- protected analog of 1, compound
- Yu, Chung-Shan,Oberdorfer, Franz
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- 5-Fluorouracil derivatives
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Novel compounds comprising 5-fluorouracil or 5-fluorouridine covalently linked to 5-ethynyluracil, 5-ethynyluridine or 5-propynyluracil and pharmaceutical compositions comprising such compounds are disclosed.
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- Synthesis and Antiviral Activity of Phosphonoacetic and Phosphonoformic Acid Esters of 5-Bromo-2'-deoxyuridine and Related Pyrimidine Nucleosides and Acyclonucleosides
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Phosphonoacetic acid (PAA, 1) was coupled with various acyclonucleosides, 2'-deoxyuridines, cytidines, and arabinosyluracils, with 2,4,6-triisopropylbenzenesulfonyl chloride (TPS) or dicyclohexylcarbodiimide (DCCI) as condensing agents, to give a range of phosphonate esters.The carboxylic ester linkage of PAA to the 5'-position of 5-bromo-2'-deoxyuridine (BUdR, 3) was achieved via the mixed anhydride formed from (diethylphosphono)acetic acid and trifluoroacetic anhydride.Phosphonoformic acid (PFA, 2) was coupled with BUdR by using the DCCI method to give the phosphonate ester (59).Of these compounds only phosphonate esters in the 2'-deoxyuridine series showed significant activity against herpes simplex virus types 1 and 2.The BUdR-PAA derivative (7) and the BUdR-PFA derivative (59) were highly active, especially the latter, which was more active than the parent nucleoside BUdR (3) against the type 2 virus.The active compounds may exert their effects by extracellular or intracellular hydrolysis to the corresponding antiviral agents, but an intrinsic component of antiviral activity may also be involved.
- Lambert, Robert W.,Martin, Joseph A.,Thomas, Gareth J.,Duncan, Ian B.,Hall, Michael J.,Heimer, Edgar P.
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p. 367 - 374
(2007/10/02)
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- 2'-deoxy-5-ethynyluridine-3',5'-diestens for treatment of VZV and CMV infections
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The present invention relates to the use of 2'-deoxy-5-ethynyluridine and its pharmaceutically acceptable derivatives in the treatment and prophylaxis of varicella zoster virus and cytomegalovirus infections. Also provided are pharmaceutical formulations
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- Nucleic Acid Related Compounds. 39. Efficient Conversion of 5-Iodo to 5-Alkynyl and Derived 5-Substituted Uracil Bases and Nuleosides
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Coupling of terminal alkynes with 5-iodo-1-methyl-uracil and 5-iodouracil nucleosides (protected as their p-toluyl esters) proceeded in high yields in the presence of bis(triphenylphosphine)palladium(II) chloride and copper(I)iodide in warm triethylamine.Several of the subsequently deprotected 5-alkynyl-2'-deoxyuridines, including the parent 5-ethynyl-2'-deoxyuridine, had antiviral activity, and their 5'-monophosphates inhibited thymidylate synthetase.Hydrogenation of the 5-alkynyl side chain can be controlled to give (Z)-5-alkenyl- or the saturated 5-alkyl-2'-deoxyuridines.This provides a stereocontrolled route to the known 5-ethyl-and 5-n-hexyl-2'-deoxyuridines as well as (E)-5-(2-bromovinyl)-2'-deoxyuridine (BVDU).Hydration of the triple bond gave the corresponding uracil-5-alkanone products in favorable cases.
- Robins, Morris J.,Barr, Philip J.
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p. 1854 - 1862
(2007/10/02)
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- NUCLEIC ACID RELATED COMPOUNDS. 31. SMOOTH AND EFFICIENT PALLADIUM-COPPER CATALYZED COUPLING OF TERMINAL ALKYNES WITH 5-IODOURACIL NUCLEOSIDES
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Coupling of terminal alkynes with protected 5-iodouracil nucleosides in the presence of dichlorobis(triphenylphosphine)palladium and copper(I) iodide in triethylamine gives the corresponding 5-(alkyn-1-yl)uracil nucleosides in 72-92percent yields.
- Robins, Morris J.,Barr, Philip J.
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p. 421 - 424
(2007/10/02)
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- Synthesis of Some 5-Halogenovinyl Derivatives of Uracil and their Conversion into 2'-Deoxyribonucleosides
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Treatment of 5-formyluracil with malonic acid in the presence of piperidine gave (E)-5-(2-carboxyvinyl)uracil which, upon reaction with the appropriate N-halogenosuccinimide, gave (E)-5-(2-bromovinyl)uracil, (E)-5-(2-chlorovinyl)uracil, and (E)-5-(2-iodovinyl)uracil.The last mentioned compound was also obtained by the action of iodine chloride on 5-vinyluracil. 5-(1-Chlorovinyl)uracil upon treatment with bromine gave 5-(2-bromo-1-chlorovinyl)uracil which reacted with sodium methoxide to give 5-bromoethynyluracyl. (E)-5-(2-Bromovinyl)uracil was converted into its trimethylsilyl derivative which was condensed with 2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythro-pentofuranosyl chloride to give the α- and β-anomers of the blocked deoxyribonucleoside.Removal of the p-toluoyl blocking groups with sodium methoxide afforded (E)-5-(2-bromovinyl)-1-(2-deoxy-α-D-erythro-pentofuranosyl)uracil and (E)-5-(2-bromovinyl)-2'-deoxyuridine.A similar series of reactions gave (E)-5-(2-iodovinyl)-2'-deoxyuridine and 5-(2-bromo-1-chlorovinyl)-2'-deoxyuridine. 5-(1-Chlorovinyl)uracil could be condensed similarly with the blocked sugar derivative to give the α- and β-anomers of the blocked deoxyribonucleoside.Attempted removal of the groups with sodium methoxide gave 2'-deoxy-5-ethynyluridine and mild treatment with methanolic ammonia gave the same product and some 2'-deoxy-5-ethynyl-5'-O-(p-toluoyl)uridine. 5-(1-Chlorovinyl)-2'-deoxyuridine was obtained by the addition of HCl to 2'-deoxy-5-ethynyluridine.Aspects of the elimination reactions of 5-(halogenovinyl)uracil derivatives are discussed.
- Barr, Philip J.,Jones, A. Stanley,Verhelst, Gabriel,Walker, Richard T.
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p. 1665 - 1670
(2007/10/02)
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