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20636-41-3,MFCD00082987
Catalog No.:AA002IEB

20636-41-3 | 5-Hydroxy-2,4(1h,3h)-pyrimidinedione

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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002IEB
Chemical Name:
5-Hydroxy-2,4(1h,3h)-pyrimidinedione
CAS Number:
20636-41-3
Molecular Formula:
C4H4N2O3
Molecular Weight:
128.0862
MDL Number:
MFCD00082987
SMILES:
Oc1c[nH]c(=O)[nH]c1=O
NSC Number:
90431
Properties
Computed Properties
 
Complexity:
196  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
3  
XLogP3:
-1.1  

Literature

Title: Enhancement of NEIL1 protein-initiated oxidized DNA base excision repair by heterogeneous nuclear ribonucleoprotein U (hnRNP-U) via direct interaction.

Journal: The Journal of biological chemistry 20121005

Title: Profiling cytosine oxidation in DNA by LC-MS/MS.

Journal: Chemical research in toxicology 20120917

Title: Biochemical mapping of human NEIL1 DNA glycosylase and AP lyase activities.

Journal: DNA repair 20120901

Title: A DNA oligomer containing 2,2,4-triamino-5(2H)-oxazolone is incised by human NEIL1 and NTH1.

Journal: Mutation research 20120601

Title: Structural characterization of viral ortholog of human DNA glycosylase NEIL1 bound to thymine glycol or 5-hydroxyuracil-containing DNA.

Journal: The Journal of biological chemistry 20120203

Title: DNA glycosylases: in DNA repair and beyond.

Journal: Chromosoma 20120201

Title: Association of polymorphisms in oxidative stress genes with clinical outcomes for bladder cancer treated with Bacillus Calmette-Guérin.

Journal: PloS one 20120101

Title: A nano-chip-LC/MSn based strategy for characterization of modified nucleosides using reduced porous graphitic carbon as a stationary phase.

Journal: Journal of the American Society for Mass Spectrometry 20110701

Title: Delayed repair of radiation induced clustered DNA damage: friend or foe?

Journal: Mutation research 20110603

Title: Unexpected role for Helicobacter pylori DNA polymerase I as a source of genetic variability.

Journal: PLoS genetics 20110601

Title: Preferential repair of oxidized base damage in the transcribed genes of mammalian cells.

Journal: The Journal of biological chemistry 20110225

Title: New insights in the removal of the hydantoins, oxidation product of pyrimidines, via the base excision and nucleotide incision repair pathways.

Journal: PloS one 20110101

Title: Direct detection and sequencing of damaged DNA bases.

Journal: Genome integrity 20110101

Title: Base-promoted reaction of 5-hydroxyuracil derivatives with peroxyl radicals.

Journal: Organic letters 20100917

Title: Specific Inhibition of NEIL-initiated repair of oxidized base damage in human genome by copper and iron: potential etiological linkage to neurodegenerative diseases.

Journal: The Journal of biological chemistry 20100910

Title: Cockayne syndrome group B protein promotes mitochondrial DNA stability by supporting the DNA repair association with the mitochondrial membrane.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20100701

Title: RPA physically interacts with the human DNA glycosylase NEIL1 to regulate excision of oxidative DNA base damage in primer-template structures.

Journal: DNA repair 20100604

Title: Substrate specific stimulation of NEIL1 by WRN but not the other human RecQ helicases.

Journal: DNA repair 20100604

Title: The oxidative DNA glycosylases of Mycobacterium tuberculosis exhibit different substrate preferences from their Escherichia coli counterparts.

Journal: DNA repair 20100204

Title: Stimulation of DNA Glycosylase Activities by XPC Protein Complex: Roles of Protein-Protein Interactions.

Journal: Journal of nucleic acids 20100101

Title: Early Steps in the DNA Base Excision Repair Pathway of a Fission Yeast Schizosaccharomyces pombe.

Journal: Journal of nucleic acids 20100101

Title: Molecular mechanisms of ultraviolet radiation-induced DNA damage and repair.

Journal: Journal of nucleic acids 20100101

Title: Sources of extracellular, oxidatively-modified DNA lesions: implications for their measurement in urine.

Journal: Journal of clinical biochemistry and nutrition 20091101

Title: Modulation of DNA glycosylase activities in mesenchymal stem cells.

Journal: Experimental cell research 20090910

Title: Catalytically impaired hMYH and NEIL1 mutant proteins identified in patients with primary sclerosing cholangitis and cholangiocarcinoma.

Journal: Carcinogenesis 20090701

Title: Characterization of the major formamidopyrimidine-DNA glycosylase homolog in Mycobacterium tuberculosis and its linkage to variable tandem repeats.

Journal: FEMS immunology and medical microbiology 20090701

Title: The Base Excision Repair system of Salmonella enterica serovar typhimurium counteracts DNA damage by host nitric oxide.

Journal: PLoS pathogens 20090501

Title: Base excision repair of oxidative DNA damage and association with cancer and aging.

Journal: Carcinogenesis 20090101

Title: Raltegravir, elvitegravir, and metoogravir: the birth of 'me-too' HIV-1 integrase inhibitors.

Journal: Retrovirology 20090101

Title: Insights into the role of Val45 and Gln182 of Escherichia coli MutY in DNA substrate binding and specificity.

Journal: BMC biochemistry 20090101

Title: Physical and functional interaction between human oxidized base-specific DNA glycosylase NEIL1 and flap endonuclease 1.

Journal: The Journal of biological chemistry 20081003

Title: Base excision repair activities in organotypic hippocampal slice cultures exposed to oxygen and glucose deprivation.

Journal: DNA repair 20080601

Title: Examination of hypochlorous acid-induced damage to cytosine residues in a CpG dinucleotide in DNA.

Journal: Chemical research in toxicology 20080601

Title: Base-pairing properties of the oxidized cytosine derivative, 5-hydroxy uracil.

Journal: Biochemical and biophysical research communications 20080215

Title: Interaction of the human DNA glycosylase NEIL1 with proliferating cell nuclear antigen. The potential for replication-associated repair of oxidized bases in mammalian genomes.

Journal: The Journal of biological chemistry 20080208

Title: Ab initio base-pairing energies of an oxidized thymine product, 5-formyluracil, with standard DNA bases at the BSSE-free DFT and MP2 theory levels.

Journal: Organic & biomolecular chemistry 20070521

Title: Different organization of base excision repair of uracil in DNA in nuclei and mitochondria and selective upregulation of mitochondrial uracil-DNA glycosylase after oxidative stress.

Journal: Neuroscience 20070414

Title: NEIL1 is the major DNA glycosylase that processes 5-hydroxyuracil in the proximity of a DNA single-strand break.

Journal: Biochemistry 20070403

Title: Uracil in DNA--general mutagen, but normal intermediate in acquired immunity.

Journal: DNA repair 20070401

Title: Radiosensitization by nitric oxide at low radiation doses.

Journal: Radiation research 20070401

Title: DNA polymerase delta-dependent repair of DNA single strand breaks containing 3'-end proximal lesions.

Journal: Nucleic acids research 20070201

Title: Base excision repair and the role of MUTYH.

Journal: Hereditary cancer in clinical practice 20070101

Title: NEIL2-initiated, APE-independent repair of oxidized bases in DNA: Evidence for a repair complex in human cells.

Journal: DNA repair 20061209

Title: RNA polymerase II bypass of oxidative DNA damage is regulated by transcription elongation factors.

Journal: The EMBO journal 20061129

Title: Ab initio base-pairing energies of uracil and 5-hydroxyuracil with standard DNA bases at the BSSE-free DFT and MP2 theory levels.

Journal: Organic & biomolecular chemistry 20060507

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Physical and functional interactions between Escherichia coli MutY and endonuclease VIII.

Journal: The Biochemical journal 20060101

Title: Differential modulation of base excision repair activities during brain ontogeny: implications for repair of transcribed DNA.

Journal: Mechanisms of ageing and development 20060101

Title: DNA oxidation in Alzheimer's disease.

Journal: Antioxidants & redox signaling 20060101

Title: Reaction of substituted pyrimidines with photochemically generated t-BuO* radicals.

Journal: Indian journal of biochemistry & biophysics 20051201

Title: 5-hydroxyuracil can form stable base pairs with all four bases in a DNA duplex.

Journal: Chemical communications (Cambridge, England) 20050121

Title: Identification of a zinc finger domain in the human NEIL2 (Nei-like-2) protein.

Journal: The Journal of biological chemistry 20041105

Title: Oxidation of 5-hydroxy-2'-deoxyuridine into isodialuric acid, dialuric acid, and hydantoin products.

Journal: Journal of the American Chemical Society 20040602

Title: Repair of oxidized bases in DNA bubble structures by human DNA glycosylases NEIL1 and NEIL2.

Journal: The Journal of biological chemistry 20031212

Title: Detection of p53 mutations in precancerous gastric tissue.

Journal: British journal of cancer 20031006

Title: Compromised incision of oxidized pyrimidines in liver mitochondria of mice deficient in NTH1 and OGG1 glycosylases.

Journal: The Journal of biological chemistry 20030905

Title: Mammalian 5-formyluracil-DNA glycosylase. 1. Identification and characterization of a novel activity that releases 5-formyluracil from DNA.

Journal: Biochemistry 20030506

Title: Oxidative DNA base modifications and polycyclic aromatic hydrocarbon DNA adducts in squamous cell carcinoma of larynx.

Journal: Free radical research 20030301

Title: Identification and characterization of mammalian 5-formyluracil-DNA glycosylase.

Journal: Nucleic acids research. Supplement (2001) 20030101

Title: A back-up glycosylase in Nth1 knock-out mice is a functional Nei (endonuclease VIII) homologue.

Journal: The Journal of biological chemistry 20021101

Title: Repair of deaminated bases in DNA.

Journal: Free radical biology & medicine 20021001

Title: Identification and characterization of a novel human DNA glycosylase for repair of cytosine-derived lesions.

Journal: The Journal of biological chemistry 20020823

Title: Biological consequences of free radical-damaged DNA bases.

Journal: Free radical biology & medicine 20020701

Title: Determination of active site residues in Escherichia coli endonuclease VIII.

Journal: The Journal of biological chemistry 20020125

Title: Alternative nucleotide incision repair pathway for oxidative DNA damage.

Journal: Nature 20020110

Title: Stimulation of human endonuclease III by Y box-binding protein 1 (DNA-binding protein B). Interaction between a base excision repair enzyme and a transcription factor.

Journal: The Journal of biological chemistry 20010615

Title: Structure-activity relationship of ligands of uracil phosphoribosyltransferase from Toxoplasma gondii.

Journal: Biochemical pharmacology 19940817

Title: 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-glycosylase.

Journal: The Journal of biological chemistry 19940722

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Tags:20636-41-3 Molecular Formula|20636-41-3 MDL|20636-41-3 SMILES|20636-41-3 5-Hydroxy-2,4(1h,3h)-pyrimidinedione