Melting point	25 ºC
Boiling point	228 ºC
Flash point	104 ºC
Density	0.994
Refractive index	1.526

Symbol(GHS)	C
Hazard Codes	R22;R34
SDS/MSDS	S26;S28;S36/37/39;S45

Source	SDS/MSDS Samples
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Oakwood	View & Download

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Peer-Reviewed Papers

HIV-1 RNAs are Not Part of the Argonaute 2 Associated RNA Interference Pathway in Macrophages.Valentina Vongrad et al.PloS one, 10(7), e0132127-e0132127 (2015-08-01) Cohesin-Dependent and -Independent Mechanisms Mediate Chromosomal Contacts between Promoters and Enhancers.Michiel J Thiecke et al.Cell reports, 32(3), 107929-107929 (2020-07-23) KAP1 Is a Chromatin Reader that Couples Steps of RNA Polymerase II Transcription to Sustain Oncogenic Programs.Curtis W Bacon et al.Molecular cell, 78(6), 1133-1151 (2020-05-14) The 2-thiouridine unit in the RNA strand is desulfured predominantly to 4-pyrimidinone nucleoside under in vitro oxidative stress conditions.Elzbieta Sochacka et al.Chemical communications (Cambridge, England), 47(17), 4914-4916 (2011-03-25) Regulation of the RNAPII Pool Is Integral to the DNA Damage Response.Ana Tufegdžić Vidaković et al.Cell, 180(6), 1245-1261 (2020-03-07) Chromatin Hyperacetylation Impacts Chromosome Folding by Forming a Nuclear Subcompartment.Celeste D Rosencrance et al.Molecular cell, 78(1), 112-126 (2020-04-04) Circular RNAs are long-lived and display only minimal early alterations in response to a growth factor.Yehoshua Enuka et al.Nucleic acids research, 44(3), 1370-1383 (2015-12-15) P-TEFb Activation by RBM7 Shapes a Pro-survival Transcriptional Response to Genotoxic Stress.Andrii Bugai et al.Molecular cell, 74(2), 254-267 (2019-03-03) Transcription Dynamics Regulate Poly(A) Tails and Expression of the RNA Degradation Machinery to Balance mRNA Levels.Boris Slobodin et al.Molecular cell, 78(3), 434-444 (2020-04-16) An Interferon Regulated MicroRNA Provides Broad Cell-Intrinsic Antiviral Immunity through Multihit Host-Directed Targeting of the Sterol Pathway.Kevin A Robertson et al.PLoS biology, 14(3), e1002364-e1002364 (2016-03-05) The oncogenic role of circPVT1 in head and neck squamous cell carcinoma is mediated through the mutant p53/YAP/TEAD transcription-competent complex.Lorena Verduci et al.Genome biology, 18(1), 237-237 (2017-12-22) Corrupted DNA-binding specificity and ectopic transcription underpin dominant neomorphic mutations in KLF/SP transcription factors.Melissa D Ilsley et al.BMC genomics, 20(1), 417-417 (2019-05-28) O-GlcNAc modification of eIF4GI acts as a translational switch in heat shock response.Xingqian Zhang et al.Nature chemical biology, 14(10), 909-916 (2018-08-22) Repurposing Cytarabine for Treating Primary Effusion Lymphoma by Targeting Kaposi's Sarcoma-Associated Herpesvirus Latent and Lytic Replications.Marion Gruffaz et al.mBio, 9(3) (2018-05-10) Codon Usage and Splicing Jointly Influence mRNA Localization.Christine Mordstein et al.Cell systems, 10(4), 351-362 (2020-04-11) Insulin-like growth factor 1 is a direct HOXA9 target important for hematopoietic transformation.J Steger et al.Leukemia, 29(4), 901-908 (2014-09-26) The Implication of Early Chromatin Changes in X Chromosome Inactivation.Jan Jakub Żylicz et al.Cell, 176(1-2), 182-197 (2019-01-01) Crystal structures of murine norovirus-1 RNA-dependent RNA polymerase in complex with 2-thiouridine or ribavirin.Intekhab Alam et al.Virology, 426(2), 143-151 (2012-02-22) Drosha drives the formation of DNA:RNA hybrids around DNA break sites to facilitate DNA repair.Wei-Ting Lu et al.Nature communications, 9(1), 532-532 (2018-02-09) Roquin Suppresses the PI3K-mTOR Signaling Pathway to Inhibit T Helper Cell Differentiation and Conversion of Treg to Tfr Cells.Katharina Essig et al.Immunity, 47(6), 1067-1082 (2017-12-17) The RNA-Binding Protein YBX3 Controls Amino Acid Levels by Regulating SLC mRNA Abundance.Amy Cooke et al.Cell reports, 27(11), 3097-3106 (2019-06-13) Synthesis and decay of varicella zoster virus transcripts.Yevgeniy Azarkh et al.Journal of neurovirology, 17(3), 281-287 (2011-04-13) Biosynthetic CircRNA_001160 induced by PTBP1 regulates the permeability of BTB via the CircRNA_001160/miR-195-5p/ETV1 axis.Hua Li et al.Cell death & disease, 10(12), 960-960 (2019-12-22) Human mitochondrial tRNAs: biogenesis, function, structural aspects, and diseases.Tsutomu Suzuki et al.Annual review of genetics, 45, 299-329 (2011-09-14) Biohybrid -Se-S- coupling reactions of an amino acid derived seleninate.Mohannad Abdo et al.Molecules (Basel, Switzerland), 18(2), 1963-1972 (2013-02-06) Theoretical study on conformational preferences of ribose in 2-thiouridine--the role of the 2'OH group.Ru bo Zhang et al.Physical chemistry chemical physics : PCCP, 12(15), 3690-3697 (2010-04-02) DOT1L inhibition reveals a distinct subset of enhancers dependent on H3K79 methylation.Laura Godfrey et al.Nature communications, 10(1), 2803-2803 (2019-06-28) Biosynthesis of 4-thiouridine in tRNA in the methanogenic archaeon Methanococcus maripaludis.Yuchen Liu et al.The Journal of biological chemistry, 287(44), 36683-36692 (2012-08-21) New tertiary constraints between the RNA components of active yeast spliceosomes: a photo-crosslinking study.Ryan DE, Kim CH, Murray JB, Adams CJ, et al. RNA, 10, 12151-11265 (2004) Deciphering the modulation of gene expression by type I and II interferons combining 4sU-tagging, translational arrest and in silico promoter analysis.Mirko Trilling et al.Nucleic acids research, 41(17), 8107-8125 (2013-07-09) The G-patch protein NF-κB-repressing factor mediates the recruitment of the exonuclease XRN2 and activation of the RNA helicase DHX15 in human ribosome biogenesis.Indira Memet et al.Nucleic acids research, 45(9), 5359-5374 (2017-01-25) Functional and genetic evidence that nucleoside transport is highly conserved in Leishmania species: Implications for pyrimidine-based chemotherapy.Khalid J H Alzahrani et al.International journal for parasitology. Drugs and drug resistance, 7(2), 206-226 (2017-04-30) Human GTPBP5 (MTG2) fuels mitoribosome large subunit maturation by facilitating 16S rRNA methylation.Priyanka Maiti et al.Nucleic acids research, 48(14), 7924-7943 (2020-07-12) PRL3-DDX21 Transcriptional Control of Endolysosomal Genes Restricts Melanocyte Stem Cell Differentiation.Jeanette A Johansson et al.Developmental cell, 54(3), 317-332 (2020-07-12) Differential Activation of the Transcription Factor IRF1 Underlies the Distinct Immune Responses Elicited by Type I and Type III Interferons.Adriana Forero et al.Immunity, 51(3), 451-464 (2019-09-01) Tyrosine kinase c-Abl couples RNA polymerase II transcription to DNA double-strand breaks.Kaspar Burger et al.Nucleic acids research, 47(7), 3467-3484 (2019-01-23) Promoter-proximal pausing mediated by the exon junction complex regulates splicing.Junaid Akhtar et al.Nature communications, 10(1), 521-521 (2019-02-02) The RNA-binding protein tristetraprolin schedules apoptosis of pathogen-engaged neutrophils during bacterial infection.Florian Ebner et al.The Journal of clinical investigation, 127(6), 2051-2065 (2017-05-16) Identification of the m6Am Methyltransferase PCIF1 Reveals the Location and Functions of m6Am in the Transcriptome.Konstantinos Boulias et al.Molecular cell, 75(3), 631-643 (2019-07-08) Argonaute-miRNA Complexes Silence Target mRNAs in the Nucleus of Mammalian Stem Cells.Aishe A Sarshad et al.Molecular cell, 71(6), 1040-1050 (2018-08-28) ROS feedback regulates the microRNA-19-targeted inhibition of the p47phox-mediated LPS-induced inflammatory response.Tian Wang et al.Biochemical and biophysical research communications, 489(4), 361-368 (2017-05-10) Selective targeting of BD1 and BD2 of the BET proteins in cancer and immunoinflammation.Omer Gilan et al.Science (New York, N.Y.), 368(6489), 387-394 (2020-03-21) Promoter of lncRNA Gene PVT1 Is a Tumor-Suppressor DNA Boundary Element.Seung Woo Cho et al.Cell, 173(6), 1398-1412 (2018-05-08) Loss of RNA-binding protein GRSF1 activates mTOR to elicit a proinflammatory transcriptional program.Ji Heon Noh et al.Nucleic acids research, 47(5), 2472-2486 (2019-02-13) Mitochondrial Ribosomal Protein L12 Is Required for POLRMT Stability and Exists as Two Forms Generated by Alternative Proteolysis during Import.Jessica Nouws et al.The Journal of biological chemistry, 291(2), 989-997 (2015-11-21) Gene Architecture and Sequence Composition Underpin Selective Dependency of Nuclear Export of Long RNAs on NXF1 and the TREX Complex.Binyamin Zuckerman et al.Molecular cell, 79(2), 251-267 (2020-06-07) Functional and structural impact of target uridine substitutions on the H/ACA ribonucleoprotein particle pseudouridine synthase.Jing Zhou et al.Biochemistry, 49(29), 6276-6281 (2010-06-26) PAR-CLIP (Photoactivatable Ribonucleoside-Enhanced Crosslinking and Immunoprecipitation): a step-by-step protocol to the transcriptome-wide identification of binding sites of RNA-binding proteins.Jessica Spitzer et al.Methods in enzymology, 539, 113-161 (2014-03-04) Proteomic and transcriptomic experiments reveal an essential role of RNA degradosome complexes in shaping the transcriptome of Mycobacterium tuberculosis.Przemysław Płociński et al.Nucleic acids research, 47(11), 5892-5905 (2019-04-09) Noncapped Alphavirus Genomic RNAs and Their Role during Infection.K J Sokoloski et al.Journal of virology, 89(11), 6080-6092 (2015-04-03) Site-specific RNA crosslinking with 4-thiouridine.E J Sontheimer Molecular biology reports, 20(1), 35-44 (1994-07-01) Transcription-coupled RNA surveillance in human genetic diseases caused by splice site mutations.Rita Vaz-Drago et al.Human molecular genetics, 24(10), 2784-2795 (2015-02-06) DNA Methylation Regulates Alternative Polyadenylation via CTCF and the Cohesin Complex.Vishal Nanavaty et al.Molecular cell, 78(4), 752-764 (2020-04-26) Intragenic transcriptional interference regulates the human immune ligand MICA.Da Lin et al.The EMBO journal, 37(10) (2018-04-13) A slow transcription rate causes embryonic lethality and perturbs kinetic coupling of neuronal genes.Magdalena M Maslon et al.The EMBO journal, 38(9) (2019-04-17) 5-Nitro-2-pyridyl-1-thioglucosides: application in synthesis of analogues of glycosyltransferases natural substrates.Gabriela Pastuch et al.Acta poloniae pharmaceutica, 67(6), 642-651 (2011-01-15) Splicing Kinetics and Coordination Revealed by Direct Nascent RNA Sequencing through Nanopores.Heather L Drexler et al.Molecular cell, 77(5), 985-998 (2019-12-17) The mRNA Export Receptor NXF1 Coordinates Transcriptional Dynamics, Alternative Polyadenylation, and mRNA Export.Suli Chen et al.Molecular cell, 74(1), 118-131 (2019-03-02) mTOR signaling regulates the processing of pre-rRNA in human cells.Valentina Iadevaia et al.Nucleic acids research, 40(6), 2527-2539 (2011-11-29) RNA decay during gammaherpesvirus infection reduces RNA polymerase II occupancy of host promoters but spares viral promoters.Ella Hartenian et al.PLoS pathogens, 16(2), e1008269-e1008269 (2020-02-08) TP53 regulates miRNA association with AGO2 to remodel the miRNA-mRNA interaction network.Jonathan Krell et al.Genome research, 26(3), 331-341 (2015-12-25) Unexpected accumulation of ncm(5)U and ncm(5)S(2) (U) in a trm9 mutant suggests an additional step in the synthesis of mcm(5)U and mcm(5)S(2)U.Changchun Chen et al.PloS one, 6(6), e20783-e20783 (2011-06-21) Splicing of long non-coding RNAs primarily depends on polypyrimidine tract and 5' splice-site sequences due to weak interactions with SR proteins.Zuzana Krchnáková et al.Nucleic acids research, 47(2), 911-928 (2018-11-18) Genetic compensation triggered by mutant mRNA degradation.Mohamed A El-Brolosy et al.Nature, 568(7751), 193-197 (2019-04-05) The human RNA helicase DHX37 is required for release of the U3 snoRNP from pre-ribosomal particles.Priyanka Choudhury et al.RNA biology, 16(1), 54-68 (2018-12-26) FBXL19 recruits CDK-Mediator to CpG islands of developmental genes priming them for activation during lineage commitment.Emilia Dimitrova et al.eLife, 7 (2018-05-29) A forward-genetic screen and dynamic analysis of lambda phage host-dependencies reveals an extensive interaction network and a new anti-viral strategy.Nathaniel D Maynard et al.PLoS genetics, 6(7), e1001017-e1001017 (2010-07-16) The tRNA thiolation pathway modulates the intracellular redox state in Escherichia coli.Toru Nakayashiki et al.Journal of bacteriology, 195(9), 2039-2049 (2013-03-05) SCAF4 and SCAF8, mRNA Anti-Terminator Proteins.Lea H Gregersen et al.Cell, 177(7), 1797-1813 (2019-05-21) Excited State Lifetimes of Sulfur-Substituted DNA and RNA Monomers Probed Using the Femtosecond Fluorescence Up-Conversion Technique.Matthew M Brister et al.Molecules (Basel, Switzerland), 25(3) (2020-02-06) RNA decay during gammaherpesvirus infection reduces RNA polymerase II occupancy of host promoters but spares viral promoters.Ella Hartenian et al.PLoS pathogens, 16(2), e1008269-e1008269 (2020-02-08) Reinforcement Learning Recruits Somata and Apical Dendrites across Layers of Primary Sensory Cortex.Clay O Lacefield et al.Cell reports, 26(8), 2000-2008 (2019-02-21) 4-thiouridine inhibits rRNA synthesis and causes a nucleolar stress response.Kaspar Burger et al.RNA biology, 10(10), 1623-1630 (2013-09-13) Identification of NKatherine I Zhou et al.Methods (San Diego, Calif.), 126, 105-111 (2017-04-30) Functional Analysis of Bacillus subtilis Genes Involved in the Biosynthesis of 4-Thiouridine in tRNA.Lauren J Rajakovich et al.Journal of bacteriology, 194(18), 4933-4940 (2012-07-10) Inner-Sphere Coordination of Divalent Metal Ion with Nucleobase in Catalytic RNA.Xin Liu et al.Journal of the American Chemical Society, 139(48), 17457-17463 (2017-11-09) FMR1 Reactivating Treatments in Fragile X iPSC-Derived Neural Progenitors In Vitro and In Vivo.Dan Vershkov et al.Cell reports, 26(10), 2531-2539 (2019-03-07) 5-Fluoro-4-thiouridine phosphoramidite: new synthon for introducing photoaffinity label into oligodeoxynucleotides.Jan Milecki et al.Bioorganic & medicinal chemistry, 19(20), 6098-6106 (2011-09-16) Regulation of Intronic Polyadenylation by PCF11 Impacts mRNA Expression of Long Genes.Ruijia Wang et al.Cell reports, 26(10), 2766-2778 (2019-03-07) R-loop formation during S phase is restricted by PrimPol-mediated repriming.Saša Šviković et al.The EMBO journal, 38(3) (2018-11-28) Structural basis for hypermodification of the wobble uridine in tRNA by bifunctional enzyme MnmC.Jungwook Kim et al.BMC structural biology, 13, 5-5 (2013-04-27) Binding interactions between yeast tRNA ligase and a precursor transfer ribonucleic acid containing two photoreactive uridine analogues.N K Tanner et al.Biochemistry, 27(24), 8852-8861 (1988-11-29) Regulation of Co-transcriptional Pre-mRNA Splicing by m6A through the Low-Complexity Protein hnRNPG.Katherine I Zhou et al.Molecular cell, 76(1), 70-81 (2019-08-26) Prediction of the stability of modified RNA duplexes based on deformability analysis: oligoribonucleotide derivatives modified with 2'-O-cyanoethyl-5-propynyl-2-thiouridine as a promising component.Yoshiaki Masaki et al.Chemical communications (Cambridge, England), 48(58), 7313-7315 (2012-06-20) Epitranscriptomic Enhancement of Influenza A Virus Gene Expression and Replication.David G Courtney et al.Cell host & microbe, 22(3), 377-386 (2017-09-15) Mapping RNA-capsid interactions and RNA secondary structure within virus particles using next-generation sequencing.Yiyang Zhou et al.Nucleic acids research, 48(2), e12-e12 (2019-12-05) Proteotoxic stress reprograms the chromatin landscape of SUMO modification.Anne Seifert et al.Science signaling, 8(384), rs7-rs7 (2015-07-15) The Human RNA-Binding Proteome and Its Dynamics during Translational Arrest.Jakob Trendel et al.Cell, 176(1-2), 391-403 (2018-12-12) Human tRNA(Lys3)(UUU) is pre-structured by natural modifications for cognate and wobble codon binding through keto-enol tautomerism.Franck A P Vendeix et al.Journal of molecular biology, 416(4), 467-485 (2012-01-10) Viral RNA is a target for Wolbachia-mediated pathogen blocking.Tamanash Bhattacharya et al.PLoS pathogens, 16(6), e1008513-e1008513 (2020-06-20) Phosphorylation of uridine and cytidine nucleoside analogs by two human uridine-cytidine kinases.A R Van Rompay et al.Molecular pharmacology, 59(5), 1181-1186 (2001-04-18) The m6A reader protein YTHDC2 interacts with the small ribosomal subunit and the 5'-3' exoribonuclease XRN1.Jens Kretschmer et al.RNA (New York, N.Y.), 24(10), 1339-1350 (2018-07-05) The RNA-Binding Protein A1CF Regulates Hepatic Fructose and Glycerol Metabolism via Alternative RNA Splicing.Kostas C Nikolaou et al.Cell reports, 29(2), 283-300 (2019-10-10) [Functions and biosynthesis pathway of sulfur-modifications in tRNA].Naoki Shigi Seikagaku. The Journal of Japanese Biochemical Society, 82(7), 623-628 (2010-08-19) The tRNA thiolation pathway modulates the intracellular redox state in Escherichia coli.Toru Nakayashiki et al.Journal of bacteriology, 195(9), 2039-2049 (2013-03-05) Identification of non-coding genetic variants in samples from hypoxemic respiratory disease patients that affect the transcriptional response to hypoxia.Olga Roche et al.Nucleic acids research, 44(19), 9315-9330 (2016-11-02) Structural and mechanistic basis for enhanced translational efficiency by 2-thiouridine at the tRNA anticodon wobble position.Annia Rodriguez-Hernandez et al.Journal of molecular biology, 425(20), 3888-3906 (2013-06-04) R-loop formation during S phase is restricted by PrimPol-mediated repriming.Saša Šviković et al.The EMBO journal, 38(3) (2018-11-28) Regulation of Intronic Polyadenylation by PCF11 Impacts mRNA Expression of Long Genes.Ruijia Wang et al.Cell reports, 26(10), 2766-2778 (2019-03-07) CBFβ-SMMHC Inhibition Triggers Apoptosis by Disrupting MYC Chromatin Dynamics in Acute Myeloid Leukemia.John Anto Pulikkan et al.Cell, 174(1), 172-186 (2018-06-30) Binding interactions between yeast tRNA ligase and a precursor transfer ribonucleic acid containing two photoreactive uridine analogues.N K Tanner et al.Biochemistry, 27(24), 8852-8861 (1988-11-29) Structural basis for hypermodification of the wobble uridine in tRNA by bifunctional enzyme MnmC.Jungwook Kim et al.BMC structural biology, 13, 5-5 (2013-04-27) Suppression of Wnt/β-catenin signaling by EGF receptor is required for hair follicle development.Swamy K Tripurani et al.Molecular biology of the cell, 29(22), 2784-2799 (2018-09-07) Temporal Control of Mammalian Cortical Neurogenesis by mKi-Jun Yoon et al.Cell, 171(4), 877-889 (2017-10-03) ADAR1 promotes robust hypoxia signaling via distinct regulation of multiple HIF-1α-inhibiting factors.Chung-Pei Ma et al.EMBO reports, 20(5) (2019-04-06) Activity dependent LoNA regulates translation by coordinating rRNA transcription and methylation.Dingfeng Li et al.Nature communications, 9(1), 1726-1726 (2018-05-02) MYC Recruits SPT5 to RNA Polymerase II to Promote Processive Transcription Elongation.Apoorva Baluapuri et al.Molecular cell, 74(4), 674-687 (2019-04-01) Widespread transcript shortening through alternative polyadenylation in secretory cell differentiation.Larry C Cheng et al.Nature communications, 11(1), 3182-3182 (2020-06-25) The pause-initiation limit restricts transcription activation in human cells.Saskia Gressel et al.Nature communications, 10(1), 3603-3603 (2019-08-11) Mutant FUS and ELAVL4 (HuD) Aberrant Crosstalk in Amyotrophic Lateral Sclerosis.Riccardo De Santis et al.Cell reports, 27(13), 3818-3831 (2019-06-27) Modified Foxp3 mRNA protects against asthma through an IL-10-dependent mechanism.Lauren E Mays et al.The Journal of clinical investigation, 123(3), 1216-1228 (2013-02-09) 5-methylcytosine promotes pathogenesis of bladder cancer through stabilizing mRNAs.Xin Chen et al.Nature cell biology, 21(8), 978-990 (2019-07-31) NASC-seq monitors RNA synthesis in single cells.Gert-Jan Hendriks et al.Nature communications, 10(1), 3138-3138 (2019-07-19) Integrative omics reveals MYCN as a global suppressor of cellular signalling and enables network-based therapeutic target discovery in neuroblastoma.David J Duffy et al.Oncotarget, 6(41), 43182-43201 (2015-12-18) Acetylation of Cytidine Residues Boosts HIV-1 Gene Expression by Increasing Viral RNA Stability.Kevin Tsai et al.Cell host & microbe, 28(2), 306-312 (2020-06-14) Positioning of CCA-arms of the A- and the P-tRNAs towards the 28S rRNA in the human ribosome.Konstantin Bulygin et al.Biochimie, 95(2), 195-203 (2012-10-02) Immunoglobulin expression and the humoral immune response is regulated by the non-canonical poly(A) polymerase TENT5C.Aleksandra Bilska et al.Nature communications, 11(1), 2032-2032 (2020-04-29) CDK12 loss in cancer cells affects DNA damage response genes through premature cleavage and polyadenylation.Malgorzata Krajewska et al.Nature communications, 10(1), 1757-1757 (2019-04-17) Comprehensive genomic analysis of sulfur-relay pathway genes.Masaaki Kotera et al.Genome informatics. 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