Search results for "Uridine"

showing 10 items of 142 documents

A concise route to MK-4482 (EIDD-2801) from cytidine.

2020

A two-step route to MK-4482 (EIDD-2801, 1) was developed consisting of an esterification and hydroxamination of cytidine. The selective acylation and direct amination eliminate the need for protecting and activating groups and proceed in overall yield of 75%, a significant advancement over the reported yield of 17%. The step count is reduced from five transformations to two, and expensive uridine is replaced with the more available cytidine.

010405 organic chemistryAcylationMetals and AlloysCytidineGeneral ChemistryCytidine010402 general chemistryHydroxylamines01 natural sciencesCombinatorial chemistryCatalysisUridine0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsAcylationchemistry.chemical_compoundKineticschemistryYield (chemistry)Materials ChemistryCeramics and CompositesStep countAminationChemical communications (Cambridge, England)
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RNA uridylation and decay in plants

2018

RNA uridylation consists of the untemplated addition of uridines at the 3′ extremity of an RNA molecule. RNA uridylation is catalysed by terminal uridylyltransferases (TUTases), which form a subgroup of the terminal nucleotidyltransferase family, to which poly(A) polymerases also belong. The key role of RNA uridylation is to regulate RNA degradation in a variety of eukaryotes, including fission yeast, plants and animals. In plants, RNA uridylation has been mostly studied in two model species, the green algae Chlamydomonas reinhardtii and the flowering plant Arabidopsis thaliana . Plant TUTases target a variety of RNA substrates, differing in size and function. These RNA substrates include …

0106 biological sciences0301 basic medicineSmall interfering RNATerminal nucleotidyltransferaseRNA StabilitymRNAArabidopsisChlamydomonas reinhardtiiUridylationBiology01 natural sciencesRNA decayGeneral Biochemistry Genetics and Molecular Biology03 medical and health sciencesRNA degradationSettore AGR/07 - Genetica AgrariamicroRNAGene silencing[SDV.BV]Life Sciences [q-bio]/Vegetal Biology[SDV.BBM]Life Sciences [q-bio]/Biochemistry Molecular BiologyUridineComputingMilieux_MISCELLANEOUSPolymerase2. Zero hungerMessenger RNABiochemistry Genetics and Molecular Biology (all)fungiRNAfood and beverages[SDV.BBM.BM]Life Sciences [q-bio]/Biochemistry Molecular Biology/Molecular biologyArticlesPlantsRibosomal RNAbiology.organism_classificationCell biology030104 developmental biologyAgricultural and Biological Sciences (all)biology.proteinRNARNA InterferenceGeneral Agricultural and Biological SciencesChlamydomonas reinhardtii010606 plant biology & botany
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Alkyne-Functionalized Coumarin Compound for Analytic and Preparative 4-Thiouridine Labeling

2017

Bioconjugation of RNA is a dynamic field recently reinvigorated by a surge in research on post-transcriptional modification. This work focuses on the bioconjugation of 4-thiouridine, a nucleoside that occurs as a post-transcriptional modification in bacterial RNA and is used as a metabolic label and for cross-linking purposes in eukaryotic RNA. A newly designed coumarin compound named 4-bromomethyl-7-propargyloxycoumarin (PBC) is introduced, which exhibits remarkable selectivity for 4-thiouridine. Bearing a terminal alkyne group, it is conductive to secondary bioconjugation via “click chemistry”, thereby offering a wide range of preparative and analytical options. We applied PBC to quantita…

0301 basic medicineCoumarin CompoundFluorophoreStereochemistryThiouridineBiomedical EngineeringPharmaceutical ScienceAlkyneBioengineeringThiouridine03 medical and health scienceschemistry.chemical_compoundCoumarinsRNA Processing Post-TranscriptionalPharmacologychemistry.chemical_classificationBinding SitesBioconjugationStaining and LabelingOrganic ChemistryRNAAffinity LabelsRNA Bacterial030104 developmental biologychemistryAlkynesTransfer RNAClick chemistryClick ChemistryProtein BindingBiotechnologyBioconjugate Chemistry
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Clinical significance of detectable and quantifiable HCV RNA at the end of treatment with ledipasvir/sofosbuvir in GT1 patients

2018

Background & aims AASLD/IDSA treatment guidelines for hepatitis C virus (HCV) infection state that testing for quantitative HCV RNA can be considered at the end of antiviral treatment (EOT) with interferon-free regimens. However, it remains unclear how to respond to a detectable or even quantifiable HCV RNA result. The aim of this study was to analyse the frequency and predictive value of detectable and quantifiable HCV RNA results at the EOT in patients with HCV genotype 1 infection treated with ledipasvir (LDV) and sofosbuvir (SOF) ± ribavirin (RBV) in a large real-world cohort. Methods A retrospective analysis of the DHC-R (Deutsches Hepatitis C-Register, German Hepatitis C-Registry) coh…

0301 basic medicineLedipasvirMalemedicine.medical_specialtySofosbuvirSustained Virologic ResponseHepatitis C virusMedizinHepacivirusmedicine.disease_causeGastroenterologyAntiviral Agents03 medical and health scienceschemistry.chemical_compound0302 clinical medicineInternal medicineGermanyRibavirinMedicineHumansClinical significanceRegistriesRetrospective StudiesHepatitisFluorenesHepatologybusiness.industryRibavirinvirus diseasesHepatitis CViral Loadmedicine.diseaseHepatitis Cdigestive system diseases030104 developmental biologychemistryRNA Viral030211 gastroenterology & hepatologyBenzimidazolesFemaleSofosbuvirbusinessUridine MonophosphateViral loadmedicine.drug
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Trifluridine/tipiracil : an emerging strategy for the management of gastrointestinal cancers

2018

Fluoropyrimidines are currently the backbone of treatment for gastrointestinal (GI) cancers but development of resistance to these agents remains a major problem. Trifluridine/tipiracil is an oral chemotherapeutic agent recently approved for third-line treatment of chemorefractory metastatic colorectal cancer. This article reviews the clinical value of trifluridine/tipiracil as a monotherapy, including recent trials in GI cancers, and the potential benefit of combining it with other agents in patients with GI cancers, including the preclinical rationale for combination therapy and recently completed and ongoing clinical trials. Data gathered so far suggest that trifluridine/tipiracil has t…

0301 basic medicineOncologyCancer Researchmedicine.medical_specialtyIndolesPyrrolidinesOrganoplatinum CompoundsCombination therapyColorectal cancerTrifluridineDocetaxelIrinotecanTrifluridine03 medical and health scienceschemistry.chemical_compound0302 clinical medicineInternal medicineAntineoplastic Combined Chemotherapy ProtocolsmedicineHumansGastrointestinal cancerContinuum of careUracilGastrointestinal NeoplasmsTipiracilClinical Trials as Topicbusiness.industryGeneral Medicinemedicine.diseaseBevacizumabOxaliplatinClinical trialDrug Combinations030104 developmental biologyOncologychemistry030220 oncology & carcinogenesisColonic NeoplasmsQuality of LifeClinical valueCamptothecinTaxoidsFluorouracilImmunotherapyHuman medicinebusinessThyminemedicine.drugFuture oncology
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A phase I dose-escalation of trifluridine/tipiracil in combination with oxaliplatin in metastatic colorectal cancer.

2017

TPS3626 Background: Trifluridine/tipiracil, also known as TAS‐102, is a combination of an antineoplastic thymidine‐based nucleoside analogue (trifluridine) and a thymidine phosphorylase inhibitor (tipiracil hydrochloride). The antitumor activity of combined trifluridine/tipiracil and oxaliplatin has been studied in gastrointestinal tumor xenografts, including a 5‐FU resistant subline, using a nude mouse model. This study demonstrated increased antitumor activity for the combination compared to trifluridine/tipiracil or oxaliplatin alone (p < 0.001) (Nukatsuka et al., Anticancer Res 2015). These data support the rationale for clinical use of the combination. We describe a phase 1, intern…

0301 basic medicineOncologyCancer Researchmedicine.medical_specialtyNucleoside analogueColorectal cancerbusiness.industryTrifluridinemedicine.diseaseOxaliplatin03 medical and health scienceschemistry.chemical_compound030104 developmental biology0302 clinical medicineOncologychemistry030220 oncology & carcinogenesisInternal medicinemedicineDose escalationThymidine phosphorylasebusinessThymidinemedicine.drugTipiracilJournal of Clinical Oncology
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Phase I multicenter, open-label study to establish the maximum tolerated dose (MTD) of trifluridine/tipiracil (TAS-102) and oxaliplatin combination i…

2018

816 Background: Preclinical evidence suggests improved efficacy when combining trifluridine/tipiracil with oxaliplatin compared to each monotherapy (Nukatsuka, 2015). The primary objective was to determine the MTD and the safety profile of the doublet among mCRC pts who have progressed after at least one prior line of treatment. Methods: Using a 3+3 design, eligible pts received escalating trifluridine/tipiracil doses from 25, 30 to 35 mg/m² bid, days 1–5 q14, together with a fixed dose of oxaliplatin 85 mg/m² (day 1). An intermediate cohort with a lower dose of oxaliplatin (65 mg/m²) plus 35 mg/m² of trifluridine/tipiracil was also tested. Results: Fifteen of 17 enrolled pts were evaluabl…

0301 basic medicineOncologyCancer Researchmedicine.medical_specialtybusiness.industryColorectal cancerTrifluridinemedicine.diseaseOxaliplatinstomatognathic diseases03 medical and health scienceschemistry.chemical_compound030104 developmental biology0302 clinical medicineOncologyOpen label studychemistry030220 oncology & carcinogenesisMaximum tolerated doseInternal medicinemedicineIn patientbusinessmedicine.drugTipiracilJournal of Clinical Oncology
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Milker's nodule: an occupational infection and threat to the immunocompromised

2017

Milker's nodule virus, also called paravaccinia virus is a DNA virus of the parapoxvirus genus transmitted from infected cows to humans. It results from contact with cattle, cattle byproducts, or fomites. Classified as an occupational disorder, those at risk of exposure include farmers, butchers, and agricultural tourists. The viral infection begins 5-15 days after inoculation as an erythematous-purple, round nodule with a clear depressed center, and a surrounding erythematous ring. While familiar to those in farming communities, the presence of the nodule may be concerning to others, particularly the immunosuppressed. Milker's nodules are self-limited in immunocompetent individuals and hea…

0301 basic medicinePoxviridae InfectionsDermatologyDiseaseAntiviral AgentsParavaccinia virusVirusDiagnosis DifferentialImmunocompromised Host030207 dermatology & venereal diseases03 medical and health sciences0302 clinical medicineIdoxuridineZoonosesAnimalsHumansMedicineErythema multiformeImiquimodbiologybusiness.industryNodule (medicine)medicine.diseasebiology.organism_classificationVirologyOccupational Diseases030104 developmental biologyInfectious DiseasesImmunologyAminoquinolinesParapoxvirusMilker's noduleImmunocompetencemedicine.symptombusinessImmunocompetenceJournal of the European Academy of Dermatology and Venereology
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Diastereoselectivity of 5-Methyluridine Osmylation Is Inverted inside an RNA Chain

2016

In this study, we investigated the reaction of the osmium tetroxide-bipyridine complex with pyrimidines in RNA. This reagent, which reacts with the diastereotopic 5-6 double bond, thus leading to the formation of two diastereomers, was used in the past to label thymidine and 5-methylcytosine in DNA. In light of the growing interest in post-transcriptional RNA modifications, we addressed the question of whether this reagent could be used for labeling of the naturally occurring RNA modifications 5-methylcytosine and 5-methyluridine. On nucleoside level, 5-methylcytosine and 5-methyluridine revealed a 5- and 12-fold preference, respectively, over their nonmethylated equivalents. Performing the…

0301 basic medicineSteric effectsDouble bondPyridinesStereochemistryBiomedical EngineeringPharmaceutical ScienceBioengineering010402 general chemistry01 natural sciences03 medical and health scienceschemistry.chemical_compoundOrganometallic CompoundsUridinePharmacologychemistry.chemical_classificationOrganic ChemistryRNAStereoisomerism0104 chemical sciencesPyrimidines030104 developmental biologychemistryReagentRNA5-MethyluridineThymidineNucleosideDNABiotechnologyBioconjugate Chemistry
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Holistic Optimization of Bioinformatic Analysis Pipeline for Detection and Quantification of 2′-O-Methylations in RNA by RiboMethSeq

2020

International audience; A major trend in the epitranscriptomics field over the last 5 years has been the high-throughput analysis of RNA modifications by a combination of specific chemical treatment(s), followed by library preparation and deep sequencing. Multiple protocols have been described for several important RNA modifications, such as 5-methylcytosine (m5C), pseudouridine (ψ), 1-methyladenosine (m1A), and 2'-O-methylation (Nm). One commonly used method is the alkaline cleavage-based RiboMethSeq protocol, where positions of reads' 5'-ends are used to distinguish nucleotides protected by ribose methylation. This method was successfully applied to detect and quantify Nm residues in vari…

0301 basic medicinebioinformatic pipelinelcsh:QH426-470Computer scienceComputational biologyDeep sequencingPseudouridine03 medical and health scienceschemistry.chemical_compound0302 clinical medicine[SDV.BBM.GTP]Life Sciences [q-bio]/Biochemistry Molecular Biology/Genomics [q-bio.GN]ribose methylationEpitranscriptomicsGeneticsGenetics (clinical)receiver operating characteristic2'-O-methylation2′-O-methylationhigh-throughput sequencingRNA[SDV.BBM.BM]Life Sciences [q-bio]/Biochemistry Molecular Biology/Molecular biologyBrief Research Reportlcsh:Genetics030104 developmental biologychemistry030220 oncology & carcinogenesisTransfer RNARNAMolecular MedicineSmall nuclear RNAReference genomeFrontiers in Genetics
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