deoxyuridine

Summary

Summary: 2'-Deoxyuridine. An antimetabolite that is converted to deoxyuridine triphosphate during DNA synthesis. Laboratory suppression of deoxyuridine is used to diagnose megaloblastic anemias due to vitamin B12 and folate deficiencies.

Top Publications

  1. Yao M, Kow Y. Further characterization of Escherichia coli endonuclease V. Mechanism of recognition for deoxyinosine, deoxyuridine, and base mismatches in DNA. J Biol Chem. 1997;272:30774-9 pubmed
    ..The enzyme recognizes deoxyuridine in DNA but exhibits a much lower affinity to DNA containing deoxyuridine compared with DNA containing ..
  2. Zhao H, Halicka H, Li J, Biela E, Berniak K, Dobrucki J, et al. DNA damage signaling, impairment of cell cycle progression, and apoptosis triggered by 5-ethynyl-2'-deoxyuridine incorporated into DNA. Cytometry A. 2013;83:979-88 pubmed publisher
    The "click chemistry" approach utilizing 5-ethynyl-2'-deoxyuridine (EdU) as a DNA precursor was recently introduced to assess DNA replication and adapted to flow- and imaging-cytometry...
  3. Kögler M, Busson R, De Jonghe S, Rozenski J, Van Belle K, Louat T, et al. Synthesis and evaluation of 6-aza-2'-deoxyuridine monophosphate analogs as inhibitors of thymidylate synthases, and as substrates or inhibitors of thymidine monophosphate kinase in Mycobacterium tuberculosis. Chem Biodivers. 2012;9:536-56 pubmed publisher
    A series of 5-substituted analogs of 6-aza-2'-deoxyuridine 5'-monophosphate, 6-aza-dUMP, has been synthesized and evaluated as potential inhibitors of the two mycobacterial thymidylate synthases (i.e...
  4. McGowan E, Alling N, Jackson E, Yagoub D, Haass N, Allen J, et al. Evaluation of cell cycle arrest in estrogen responsive MCF-7 breast cancer cells: pitfalls of the MTS assay. PLoS ONE. 2011;6:e20623 pubmed publisher
    ..MTS) assay; assessment of newly synthesized DNA using 5-ethynyl-2'-deoxyuridine (EdU) nucleoside analog binding and Alexa Fluor® azide visualization by fluorescence microscopy; cell-cycle ..
  5. Ando S, Sato Y, Shigemori H, Shimizu T, Okada K, Yamane H, et al. Identification and characterization of 2'-deoxyuridine from the supernatant of conidial suspensions of rice blast fungus as an infection-promoting factor in rice plants. Mol Plant Microbe Interact. 2011;24:519-32 pubmed publisher
    ..In the present study, a molecule carrying the activity was purified and identified as 2'-deoxyuridine (dU)...
  6. Ding P, Wunnicke D, Steinhoff H, Seela F. 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. Chemistry. 2010;16:14385-96 pubmed publisher
    ..7-Deaza-7-ethynyl-2'-deoxyadenosine (1) and 5-ethynyl-2'-deoxyuridine (2) were chosen to incorporate terminal triple bonds into DNA...
  7. Rusling D, Peng G, Srinivasan N, Fox K, Brown T. DNA triplex formation with 5-dimethylaminopropargyl deoxyuridine. Nucleic Acids Res. 2009;37:1288-96 pubmed publisher
    We have prepared triplex-forming oligonucleotides containing the nucleotide analogue 5-dimethylaminopropargyl deoxyuridine (DMAPdU) in place of thymidine and examined their ability to form intermolecular triple helices by thermal melting ..
  8. Valentino M, Marti R, Tadesse S, López L, Manes J, Lyzak J, et al. Thymidine and deoxyuridine accumulate in tissues of patients with mitochondrial neurogastrointestinal encephalomyopathy (MNGIE). FEBS Lett. 2007;581:3410-4 pubmed
    ..Converse to TP activity, thymidine and deoxyuridine were absent in control samples, but present in all tissues of MNGIE patients...
  9. Meneni S, Ott I, Sergeant C, Sniady A, Gust R, Dembinski R. 5-Alkynyl-2'-deoxyuridines: chromatography-free synthesis and cytotoxicity evaluation against human breast cancer cells. Bioorg Med Chem. 2007;15:3082-8 pubmed
    Starting with 5-iodo-2'-deoxyuridine, a series of 5-alkynyl-2'-deoxyuridines (with n-propyl, cyclopropyl, 1-hydroxycyclohexyl, p-tolyl, p-tert-butylphenyl, p-pentylphenyl, and trimethylsilyl alkyne substituents) have been synthesized via ..

More Information

Publications62

  1. Deglane G, Morvan F, Debart F, Vasseur J. 5-Propynylamino alpha-deoxyuridine promotes DNA duplex stabilization of anionic and neutral but not cationic alpha-oligonucleotides. Bioorg Med Chem Lett. 2007;17:951-4 pubmed
    Incorporation of 5-propynylamino and 5-propynyl alpha-2'-deoxyuridine into alpha-oligonucleotides (alpha-ON) allows high-affinity targeting of complementary DNA for alpha-ON with anionic and neutral backbone but not for cationic alpha-ON, ..
  2. Li K, Rivory L, Hoskins J, Sharma R, Clarke S. Altered deoxyuridine and thymidine in plasma following capecitabine treatment in colorectal cancer patients. Br J Clin Pharmacol. 2007;63:67-74 pubmed
    ..0 (baseline), day 8, day 15 and day 22 of the first cycle for the determination of plasma thymidine (TdR) and deoxyuridine (UdR) concentrations...
  3. Kottysch T, Ahlborn C, Brotzel F, Richert C. Stabilizing or destabilizing oligodeoxynucleotide duplexes containing single 2'-deoxyuridine residues with 5-alkynyl substituents. Chemistry. 2004;10:4017-28 pubmed
    ..Substituents introduced at the 5-position of the deoxyuridine residue of dU:dA base pairs may stabilize duplexes and reinforce helices weakened by a low G/C content, which ..
  4. Rivière J, Bergeron F, Tremblay S, Gasparutto D, Cadet J, Wagner J. Oxidation of 5-hydroxy-2'-deoxyuridine into isodialuric acid, dialuric acid, and hydantoin products. J Am Chem Soc. 2004;126:6548-9 pubmed
    ..Here, the oxidation products of 5-hydroxy-2'-deoxyuridine have been studied by NMR and MS analyses...
  5. Marti R, Nishigaki Y, Hirano M. Elevated plasma deoxyuridine in patients with thymidine phosphorylase deficiency. Biochem Biophys Res Commun. 2003;303:14-8 pubmed
    ..Here, we report the accumulation of another substrate of TP, deoxyuridine (dUrd), whose circulating levels ranged from 5.5 to 24.4 microM (average 14...
  6. Fairbanks L, Marinaki A, Carrey E, Hammans S, Duley J. Deoxyuridine accumulation in urine in thymidine phosphorylase deficiency (MNGIE). J Inherit Metab Dis. 2002;25:603-4 pubmed
  7. Hatahet Z, Kow Y, Purmal A, Cunningham R, Wallace S. New substrates for old enzymes. 5-Hydroxy-2'-deoxycytidine and 5-hydroxy-2'-deoxyuridine are substrates for Escherichia coli endonuclease III and formamidopyrimidine DNA N-glycosylase, while 5-hydroxy-2'-deoxyuridine is a substrate for uracil DNA N-g. J Biol Chem. 1994;269:18814-20 pubmed
    5-Hydroxy-2'-deoxycytidine (5-OHdC) and 5-hydroxy-2'-deoxyuridine (5-OHdU) are major products of oxidative DNA damage with mutagenic potential. Until now, no enzymatic activity responsible for their removal has been identified...
  8. Markley J, Chirakul P, Sologub D, Sigurdsson S. Incorporation of 2'-deoxy-5-(trifluoromethyl)uridine and 5-cyano-2'-deoxyuridine into DNA. Bioorg Med Chem Lett. 2001;11:2453-5 pubmed
    ..we found that the trifluoromethyl group converted into a cyano group, resulting in DNA containing 5-cyano-2'-deoxyuridine (3)...
  9. Sollogoub M, Darby R, Cuenoud B, Brown T, Fox K. Stable DNA triple helix formation using oligonucleotides containing 2'-aminoethoxy,5-propargylamino-U. Biochemistry. 2002;41:7224-31 pubmed
    ..0, even at 30 microM. UV- and fluorescence melting studies with intramolecular triplexes confirmed that the bis-modified base produces a much greater increase in T(m) than either modification alone...
  10. Morgenroth A, Deisenhofer S, Glatting G, Kunkel F, Dinger C, Zlatopolskiy B, et al. Preferential tumor targeting and selective tumor cell cytotoxicity of 5-[131/125I]iodo-4'-thio-2'-deoxyuridine. Clin Cancer Res. 2008;14:7311-9 pubmed publisher
    ..Here, we examine 5-[123/125/131I]iodo-4'-thio-2'-deoxyuridine (ITdU) for targeting DNA in tumor cells in a HL60 xenograft severe combined immunodeficient mouse model...
  11. Jodrell D, Bowman A, Rye R, Byrne B, Boddy A, Rafi I, et al. A phase I study of the lipophilic thymidylate synthase inhibitor Thymitaq (nolatrexed dihydrochloride) given by 10-day oral administration. Br J Cancer. 1999;79:915-20 pubmed
    ..Inhibition of thymidylate synthase was demonstrated by elevation of plasma deoxyuridine. Six-hourly oral nolatrexed for 10 days was associated with antiproliferative effects, but nausea and vomiting ..
  12. Marti R, Lopez L, Hirano M. Assessment of thymidine phosphorylase function: measurement of plasma thymidine (and deoxyuridine) and thymidine phosphorylase activity. Methods Mol Biol. 2012;837:121-33 pubmed publisher
    We describe detailed methods to measure thymidine (dThd) and deoxyuridine (dUrd) concentrations and thymidine phosphorylase (TP) activity in biological samples...
  13. Kim B, Rode A, Han E, Hong I, Hong S. 5-Phenylselenyl- and 5-methylselenyl-methyl-2'-deoxyuridine induce oxidative stress, DNA damage, and caspase-2-dependent apoptosis in cancer cells. Apoptosis. 2012;17:200-16 pubmed publisher
    ..pathways implicated in the induction of apoptosis by two modified nucleosides, 5-phenylselenyl-methyl-2'-deoxyuridine (PhSe-T) and 5-methylselenyl-methyl-2'-deoxyuridine (MeSe-T), using human cancer cell lines...
  14. Hua H, Kearsey S. Monitoring DNA replication in fission yeast by incorporation of 5-ethynyl-2'-deoxyuridine. Nucleic Acids Res. 2011;39:e60 pubmed publisher
    We report procedures to allow incorporation and detection of 5-ethynyl-2'-deoxyuridine (EdU) in fission yeast, a thymidine analogue which has some technical advantages over use of bromodeoxyuridine...
  15. Anensen H, Provan F, Lian A, Reinertsen S, Ueno Y, Matsuda A, et al. Mutations induced by 5-formyl-2'-deoxyuridine in Escherichia coli include base substitutions that can arise from mispairs of 5-formyluracil with guanine, cytosine and thymine. Mutat Res. 2001;476:99-107 pubmed
    ..Here we demonstrate that 5-formyl-2'-deoxyuridine (5-fodUrd) supplied to the growth medium of Escherichia coli induces several base substitutions at different ..
  16. Zeng C, Pan F, Jones L, Lim M, Griffin E, Sheline Y, et al. Evaluation of 5-ethynyl-2'-deoxyuridine staining as a sensitive and reliable method for studying cell proliferation in the adult nervous system. Brain Res. 2010;1319:21-32 pubmed publisher
    ..a novel method for detection of DNA synthesis has been developed based on the incorporation of 5-ethynyl-2'-deoxyuridine (EdU), a thymidine analogue, into cellular DNA and the subsequent reaction of EdU with a fluorescent azide in a ..
  17. Warren M, Puskarczyk K, Chapman S. Chick embryo proliferation studies using EdU labeling. Dev Dyn. 2009;238:944-9 pubmed publisher
    ..The antibody against BrdU is also large and tissue penetration can be difficult. EdU (5'-ethynyl-2'-deoxyuridine) is closely chemically related to BrdU, with detection achieved by a copper catalyzed reaction requiring a ..
  18. Limsirichaikul S, Niimi A, Fawcett H, Lehmann A, Yamashita S, Ogi T. A rapid non-radioactive technique for measurement of repair synthesis in primary human fibroblasts by incorporation of ethynyl deoxyuridine (EdU). Nucleic Acids Res. 2009;37:e31 pubmed publisher
    ..have established a rapid and accurate procedure for measuring UDS by replacement of thymidine with 5-ethynyl-2'-deoxyuridine (EdU)...
  19. Prasad G. Glycine rich P-loop motif in deoxyuridine pyrophosphatase. Curr Protein Pept Sci. 2001;2:301-11 pubmed
    b>Deoxyuridine pyrophosphatase (dUTPase) cleaves the alpha-beta phosphodiester bond of dUTP to form pyrophosphate and dUMP, preventing incorporation of uracil into DNA and providing the substrate for dTTP synthesis...
  20. Cappella P, Gasparri F, Pulici M, Moll J. A novel method based on click chemistry, which overcomes limitations of cell cycle analysis by classical determination of BrdU incorporation, allowing multiplex antibody staining. Cytometry A. 2008;73:626-36 pubmed publisher
    ..Cells were pulsed for a short time by 5-ethynyl-2'-deoxyuridine, which is incorporated into DNA...
  21. Salic A, Mitchison T. A chemical method for fast and sensitive detection of DNA synthesis in vivo. Proc Natl Acad Sci U S A. 2008;105:2415-20 pubmed publisher
    ..developed a method to detect DNA synthesis in proliferating cells, based on the incorporation of 5-ethynyl-2'-deoxyuridine (EdU) and its subsequent detection by a fluorescent azide through a Cu(I)-catalyzed [3 + 2] cycloaddition ..
  22. Bellon S, Gasparutto D, Romieu A, Cadet J. 5-(phenylthiomethyl)-2'-deoxyuridine as an efficient photoreactive precursor to generate single and multiple lesions within DNA fragments. Nucleosides Nucleotides Nucleic Acids. 2001;20:967-71 pubmed
    5-(Phenylthiomethyl)-2'-deoxyuridine was successfully incorporated into DNA oligomers by automated DNA synthesis using phosphoramidite chemistry...
  23. Kumar R, Rai D, Sharma S, Saffran H, Blush R, Tyrrell D. Synthesis and antiviral activity of novel 5-(1-cyanamido-2-haloethyl) and 5-(1-hydroxy(or methoxy)-2-azidoethyl) analogues of uracil nucleosides. J Med Chem. 2001;44:3531-8 pubmed
    ..regiospecific addition of halogenocyanamides (X-NHCN) to the 5-vinyl substituent of the respective 5-vinyl-2'-deoxyuridine (2) and 2'-arabinouridine (3)...
  24. Hong H, Wang Y. Derivatization with Girard reagent T combined with LC-MS/MS for the sensitive detection of 5-formyl-2'-deoxyuridine in cellular DNA. Anal Chem. 2007;79:322-6 pubmed
    Nucleoside 5-formyl-2'-deoxyuridine (FodU) is a major thymidine lesion generated by reactive oxygen species. In vitro and in vivo replication studies revealed that FodU can be mutagenic...
  25. Mehedi Masud M, Ozaki Nakamura A, Kuwahara M, Ozaki H, Sawai H. Modified DNA bearing 5(methoxycarbonylmethyl)-2'-deoxyuridine: preparation by PCR with thermophilic DNA polymerase and postsynthetic derivatization. Chembiochem. 2003;4:584-8 pubmed
    ..this analogue was prepared by PCR on a large scale with KOD Dash DNA polymerase and 5(methoxycarbonylmethyl)-2'-deoxyuridine 5'-triphosphate as a substrate...
  26. Cristofoli W, Wiebe L, De Clercq E, Andrei G, Snoeck R, Balzarini J, et al. 5-alkynyl analogs of arabinouridine and 2'-deoxyuridine: cytostatic activity against herpes simplex virus and varicella-zoster thymidine kinase gene-transfected cells. J Med Chem. 2007;50:2851-7 pubmed
    ..or iodoethynyl, IE), and the sugar C-2' position (2'-arabino OH in arabinouridine, AU; or 2'-deoxyribo H in 2'-deoxyuridine, DU) were prepared to acquire antiviral structure-activity relationships...
  27. Fan X, Zhang X, Zhou L, Keith K, Kern E, Torrence P. 5-(Dimethoxymethyl)-2'-deoxyuridine: a novel gem diether nucleoside with anti-orthopoxvirus activity. J Med Chem. 2006;49:3377-82 pubmed
    ..have been modified with a gem diether moiety to yield the following new nucleosides: 5-(dimethoxymethyl)-2'-deoxyuridine (2b), 5-(diethoxymethyl)-2'-deoxyuridine (3b), 5-formyl-2'-deoxyuridine ethylene acetal (4b), and 5-formyl-2'-..
  28. Nguyen C, Kasinathan G, Leal Cortijo I, Musso Buendia A, Kaiser M, Brun R, et al. Deoxyuridine triphosphate nucleotidohydrolase as a potential antiparasitic drug target. J Med Chem. 2005;48:5942-54 pubmed
    This paper describes a structure-activity study to identify novel, small-molecule inhibitors of the enzyme deoxyuridine 5'-triphosphate nucleotidohydrolase (dUTPase) from parasitic protozoa...
  29. Shibamoto Y, Tachi Y, Tanabe K, Hatta H, Nishimoto S. In vitro and in vivo evaluation of novel antitumor prodrugs of 5-fluoro-2'-deoxyuridine activated by hypoxic irradiation. Int J Radiat Oncol Biol Phys. 2004;58:397-402 pubmed
    ..Therefore, we developed a similar family of radiation-activated prodrugs of 5-fluoro-2'-deoxyuridine (FdUrd), which is generally more potent than 5-FU, and investigated their radiation chemical reactivity and in ..
  30. Bradford J, Clarke S. Dual-pulse labeling using 5-ethynyl-2'-deoxyuridine (EdU) and 5-bromo-2'-deoxyuridine (BrdU) in flow cytometry. Curr Protoc Cytom. 2011;Chapter 7:Unit 7.38 pubmed publisher
    ..Traditionally, the dual-pulse method has been done by combining 5-bromo-2'-deoxyuridine (BrdU) with iododeoxyuridine or chlorodeoxyuridine, with detection using multiple cross-reacting BrdU ..
  31. Li Z, Huang L, Dande P, Gold B, Stone M. Structure of a tethered cationic 3-aminopropyl chain incorporated into an oligodeoxynucleotide: evidence for 3'-orientation in the major groove accompanied by DNA bending. J Am Chem Soc. 2002;124:8553-60 pubmed
    The structure of the dodecamer d(CGCGAATXCGCG)(2), in which X = Z3dU, 5-(3-aminopropyl)-2'-deoxyuridine, was determined. At neutral pH, Z3dU introduced a positive charge into the major groove...
  32. Hemsworth G, Moroz O, Fogg M, Scott B, Bosch Navarrete C, Gonzalez Pacanowska D, et al. The crystal structure of the Leishmania major deoxyuridine triphosphate nucleotidohydrolase in complex with nucleotide analogues, dUMP, and deoxyuridine. J Biol Chem. 2011;286:16470-81 pubmed publisher
    ..Furthermore, structures of the Leishmania enzyme in the presence of dUMP and deoxyuridine coupled with tryptophan fluorescence quenching indicate that occupation of the phosphate binding region is ..
  33. Brandon M, Mi L, Chaung W, Teebor G, Boorstein R. 5-chloro-2'-deoxyuridine cytotoxicity results from base excision repair of uracil subsequent to thymidylate synthase inhibition. Mutat Res. 2000;459:161-9 pubmed
    ..on the structural similarity between 5-chlorouracil (ClUra) and hmUra and the observations that 5-chloro-2'-deoxyuridine (CldUrd) induces base excision repair (BER) events, we asked whether hmUDG or some other DNA BER enzyme is ..
  34. Qu D, Wang G, Wang Z, Zhou L, Chi W, Cong S, et al. 5-Ethynyl-2'-deoxycytidine as a new agent for DNA labeling: detection of proliferating cells. Anal Biochem. 2011;417:112-21 pubmed publisher
    ..was developed to detect DNA synthesis in proliferating cells based on a novel thymidine analog, 5-ethynyl-2'-deoxyuridine (EdU)...
  35. Morgenroth A, Dinger C, Zlatopolskiy B, Al Momani E, Glatting G, Mottaghy F, et al. Auger electron emitter against multiple myeloma--targeted endo-radio-therapy with 125I-labeled thymidine analogue 5-iodo-4'-thio-2'-deoxyuridine. Nucl Med Biol. 2011;38:1067-77 pubmed publisher
    ..the antimyeloma potential of the Auger electron-emitting thymidine analogue (125)I-labeled 5-iodo-4'-thio-2'-deoxyuridine ([(125)I]ITdU)...
  36. Wan G, Lim Q, Too H. High-performance quantification of mature microRNAs by real-time RT-PCR using deoxyuridine-incorporated oligonucleotides and hemi-nested primers. RNA. 2010;16:1436-45 pubmed publisher
    ..In summary, this method could provide a useful tool for rapid, robust, and cost-effective quantification of existing and novel miRNAs. ..
  37. Kim B, Lee K, Hong I, Hong S. p38 mitogen-activated protein kinase is a key regulator of 5-phenylselenyl- and 5-methylselenyl-methyl-2'-deoxyuridine-induced apoptosis in human HL-60 cells. Biochem Biophys Res Commun. 2012;417:237-44 pubmed publisher
    Two novel, modified thymidine nucleosides, 5-phenylselenyl-methyl-2'-deoxyuridine (PhSe-T) and 5-methylselenyl-methyl-2'-deoxyuridine (MeSe-T), trigger reactive oxygen species (ROS) generation and DNA damage and thereby induce caspase-..
  38. Toyohara J, Gogami A, Hayashi A, Yonekura Y, Fujibayashi Y. Pharmacokinetics and metabolism of 5-125I-iodo-4'-thio-2'-deoxyuridine in rodents. J Nucl Med. 2003;44:1671-6 pubmed
    Pharmacokinetics and metabolite analysis of radioiodinated 5-iodo-4'-thio-2'-deoxyuridine (ITdU), a potential tumor cell proliferation-imaging agent, were investigated in rodents...
  39. Guo J, Li D, Bai S, Xu T, Zhou Z, Zhang Y. Detecting DNA synthesis of neointimal formation after catheter balloon injury in GK and in Wistar rats: using 5-ethynyl-2'-deoxyuridine. Cardiovasc Diabetol. 2012;11:150 pubmed publisher
    ..Recently, some studies have shown that 5-ethynyl-2'-deoxyuridine (EdU) incorporation can serve as a novel alternative to the 5-bromo-2'-deoxyuridine (BrdU) antibody detection ..
  40. Toyohara J, Hayashi A, Sato M, Tanaka H, Haraguchi K, Yoshimura Y, et al. Rationale of 5-(125)I-iodo-4'-thio-2'-deoxyuridine as a potential iodinated proliferation marker. J Nucl Med. 2002;43:1218-26 pubmed
    ..5-Iodo-4'-thio-2'-deoxyuridine (ITdU) and 5-iodo-1-(4-thio-beta-D-arabinofuranosyl)uracil (ITAU) were tested...
  41. Lee S, Sidorov A, Gourlain T, Mignet N, Thorpe S, Brazier J, et al. Enhancing the catalytic repertoire of nucleic acids: a systematic study of linker length and rigidity. Nucleic Acids Res. 2001;29:1565-73 pubmed
    ..A series of 10 C5-modified analogues of 2'-deoxyuridine triphosphate have been synthesised that possess side chains of differing flexibility and bearing a primary ..
  42. Tsunoda M, Kondo J, Karino N, Ueno Y, Matsuda A, Takenaka A. Water mediated Dickerson-Drew-type crystal of DNA dodecamer containing 2'-deoxy-5-formyluridine. Biophys Chem. 2002;95:227-33 pubmed
    ..It has been concluded that the five-membered water molecules can take the place of the hydrated magnesium cation in crystallization. The 5-formyluracil residues form the canonical Watson-Crick pair with the opposite adenine residues. ..
  43. Lam C, Perrin D. Introduction of guanidinium-modified deoxyuridine into the substrate binding regions of DNAzyme 10-23 to enhance target affinity: implications for DNAzyme design. Bioorg Med Chem Lett. 2010;20:5119-22 pubmed publisher
    ..this, we synthesized a heretofore unknown phosphoramidite, 5-(N,N'-biscyanoethoxycarbonyl)-guanidinoallyl-2'-deoxyuridine and then incorporated it into oligonucleotides via solid phase synthesis to study duplex stability and its ..
  44. Brazier J, Shibata T, Townsley J, Taylor B, Frary E, Williams N, et al. Amino-functionalized DNA: the properties of C5-amino-alkyl substituted 2'-deoxyuridines and their application in DNA triplex formation. Nucleic Acids Res. 2005;33:1362-71 pubmed
    The incorporation of C5-amino-modified 2'-deoxyuridine analogues into DNA have found application in nucleic acid labelling, the stabilization of nucleic acid structures, functionalization of nucleic acid aptamers and catalysts, and the ..
  45. Yu Y, Arora A, Min W, Roifman C, Grunebaum E. EdU incorporation is an alternative non-radioactive assay to [(3)H]thymidine uptake for in vitro measurement of mice T-cell proliferations. J Immunol Methods. 2009;350:29-35 pubmed publisher
    ..We developed the 5-ethynyl-2'-deoxyuridine (EdU) and Cu(I)-catalyzed cycloaddition "click" reaction assay to measure T-cell responses by flow ..
  46. Kaiser C, Kamien A, Shah P, Chapman B, Cotanche D. 5-Ethynyl-2'-deoxyuridine labeling detects proliferating cells in the regenerating avian cochlea. Laryngoscope. 2009;119:1770-5 pubmed publisher
    ..Immunocytochemical labeling of 5-bromo-2'-deoxyuridine (BrdU), a thymidine analog, is a popular nonradioactive marker for identifying cells in the DNA synthesis (S ..
  47. Kiljunen S, Hakala K, Pinta E, Huttunen S, Pluta P, Gador A, et al. Yersiniophage phiR1-37 is a tailed bacteriophage having a 270 kb DNA genome with thymidine replaced by deoxyuridine. Microbiology. 2005;151:4093-102 pubmed
    ..which demonstrated that the phiR1-37 genome is composed of DNA in which thymidine (T) is >99 % replaced by deoxyuridine (dU)...
  48. Cao H, Wang Y. Collisionally activated dissociation of protonated 2'-deoxycytidine, 2'-deoxyuridine, and their oxidatively damaged derivatives. J Am Soc Mass Spectrom. 2006;17:1335-1341 pubmed publisher
    ..The results from this study provided a basis for the identifications of other modified pyrimidine bases/nucleosides by tandem mass spectrometry. ..
  49. Wang F, Li F, Ganguly M, Marky L, Gold B, Egli M, et al. A bridging water anchors the tethered 5-(3-aminopropyl)-2'-deoxyuridine amine in the DNA major groove proximate to the N+2 C.G base pair: implications for formation of interstrand 5'-GNC-3' cross-links by nitrogen mustards. Biochemistry. 2008;47:7147-57 pubmed publisher
    Site-specific insertion of 5-(3-aminopropyl)-2'-deoxyuridine (Z3dU) and 7-deaza-dG into the Dickerson-Drew dodecamers 5'-d(C (1)G (2)C (3)G (4)A (5)A (6)T (7)T (8)C (9) Z (10)C (11)G (12))-3'...
  50. Ford H, Mitchell F, Cunningham D, Farrugia D, Hill M, Rees C, et al. Patterns of elevation of plasma 2'-deoxyuridine, a surrogate marker of thymidylate synthase (TS) inhibition, after administration of two different schedules of 5-fluorouracil and the specific TS inhibitors raltitrexed (Tomudex) and ZD9331. Clin Cancer Res. 2002;8:103-9 pubmed
    ..Elevation of plasma 2'-deoxyuridine (dUrd) is a surrogate marker of TS inhibition...
  51. Diermeier Daucher S, Clarke S, Hill D, Vollmann Zwerenz A, Bradford J, Brockhoff G. Cell type specific applicability of 5-ethynyl-2'-deoxyuridine (EdU) for dynamic proliferation assessment in flow cytometry. Cytometry A. 2009;75:535-46 pubmed publisher
    Using the nucleoside analogue EdU (5-ethynyl-2'-deoxyuridine) for thymidine substitution instead of BrdU (5-bromo-2'-deoxyuridine) in cell proliferation assays has recently been proposed...
  52. Buck S, Bradford J, Gee K, Agnew B, Clarke S, Salic A. Detection of S-phase cell cycle progression using 5-ethynyl-2'-deoxyuridine incorporation with click chemistry, an alternative to using 5-bromo-2'-deoxyuridine antibodies. Biotechniques. 2008;44:927-9 pubmed publisher
    The 5-bromo-2'-deoxyuridine (BrdU) labeling of cells followed by antibody staining has been the standard method for direct measurement of cells in the S-phase...
  53. Quesada Soriano I, Musso Buendia J, Tellez Sanz R, Ruiz Perez L, Barón C, Gonzalez Pacanowska D, et al. Plasmodium falciparum dUTPase: studies on protein stability and binding of deoxyuridine derivatives. Biochim Biophys Acta. 2007;1774:936-45 pubmed
    b>Deoxyuridine triphosphate nucleotidohydrolase (dUTPase), a ubiquitous enzyme preventing a deleterious incorporation of uracil into DNA, has been thought of as a novel target for anticancer and antiviral drug design...