1195-08-0 | 5-Formyluracil

Packsize	Purity	Availability	Price	Discounted Price
100mg	95%	in stock	$11.00	$8.00
250mg	95%	in stock	$15.00	$11.00
1g	95%	in stock	$18.00	$13.00
5g	95%	in stock	$80.00	$56.00
25g	95%	in stock	$384.00	$269.00

Description

• Catalog Number: AA24277
• Chemical Name: 5-Formyluracil
• CAS Number: 1195-08-0
• Molecular Formula: C5H4N2O3
• Molecular Weight: 140.0969
• MDL Number: MFCD00192185
• SMILES: O=Cc1c[nH]c(=O)[nH]c1=O

Computed Properties

• Complexity: 231
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1
• XLogP3: -1

Literature

• Profiling cytosine oxidation in DNA by LC-MS/MS.

  Chemical research in toxicology 20120917

• A blueprint for a mutationist theory of replicative strand asymmetries formation.

  Current genomics 20120301

• The chromatin remodeling factor SMARCB1 forms a complex with human cytomegalovirus proteins UL114 and UL44.

  PloS one 20120101

• Structural and functional properties of CiNTH, an endonuclease III homologue of the ascidian Ciona intestinalis: critical role of N-terminal region.

  Genes & genetic systems 20120101

• Inactivation of the DNA repair genes mutS, mutL or the anti-recombination gene mutS2 leads to activation of vitamin B1 biosynthesis genes.

  PloS one 20110101

• Solid-phase molecular recognition of cytosine based on proton-transfer reaction. Part II. supramolecular architecture in the cocrystals of cytosine and its 5-Fluoroderivative with 5-Nitrouracil.

  Chemistry Central journal 20110101

• Selective recognition of uracil and its derivatives using a DNA repair enzyme structural mimic.

  The Journal of organic chemistry 20100115

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

  Journal of nucleic acids 20100101

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

  Journal of nucleic acids 20100101

• Error-Prone Translesion DNA Synthesis by Escherichia coli DNA Polymerase IV (DinB) on Templates Containing 1,2-dihydro-2-oxoadenine.

  Journal of nucleic acids 20100101

• Insights into the structures of DNA damaged by hydroxyl radical: crystal structures of DNA duplexes containing 5-formyluracil.

  Journal of nucleic acids 20100101

• Thymine hydroperoxide as a potential source of singlet molecular oxygen in DNA.

  Free radical biology & medicine 20090815

• Opposite-base dependent excision of 5-formyluracil from DNA by hSMUG1.

  International journal of radiation biology 20090501

• Synthesis, cytotoxic activity, and DNA binding properties of copper (II) complexes with hesperetin, naringenin, and apigenin.

  Bioinorganic chemistry and applications 20090101

• An unusual syn conformation of 5-formyluracil stabilized by supramolecular interactions.

  Acta crystallographica. Section C, Crystal structure communications 20071101

• Recombinant Schizosaccharomyces pombe Nth1 protein exhibits DNA glycosylase activities for 8-oxo-7,8-dihydroguanine and thymine residues oxidized in the methyl group.

  Journal of radiation research 20070901

• 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.

  Organic & biomolecular chemistry 20070521

• The Escherichia coli protein YjjG is a house-cleaning nucleotidase in vivo.

  FEMS microbiology letters 20070501

• A human cancer-associated truncation of MBD4 causes dominant negative impairment of DNA repair in colon cancer cells.

  British journal of cancer 20070226

• Synthesis of DNA duplexes containing complexes of 5-modified pyrimidine bases and metal ions.

  Nucleic acids symposium series (2004) 20070101

• Voltammetric determination of gamma radiation-induced DNA damage.

  Analytical biochemistry 20060801

• A new protein superfamily includes two novel 3-methyladenine DNA glycosylases from Bacillus cereus, AlkC and AlkD.

  Molecular microbiology 20060301

• Recognition of oxidized thymine base on the single-stranded DNA by replication protein A.

  Nucleosides, nucleotides & nucleic acids 20060101

• New Dihydro OO'Bis(Salicylidene) 2,2' Aminobenzothiazolyl Borate Complexes: Kinetic and Voltammetric Studies of Dimethyltin Copper Complex with Guanine, Adenine, and Calf Thymus DNA.

  Bioinorganic chemistry and applications 20060101

• Synthesis, Spectral, and Biological Properties of Copper(II) Complexes of Thiosemicarbazones of Schiff Bases Derived from 4-Aminoantipyrine and Aromatic Aldehydes.

  Bioinorganic chemistry and applications 20060101

• Stable, specific, and reversible base pairing via Schiff base.

  Journal of the American Chemical Society 20051130

• Enhancement of the in vitro transcription by T7 RNA polymerase of short DNA templates containing oxidative thymine lesions.

  Comptes rendus biologies 20050901

• Repair of oxidative damage of thymine by HeLa whole-cell extracts: simultaneous analysis using a microsupport and comparison with traditional PAGE analysis.

  Biochimie 20050201

• DNA glycosylase activities for thymine residues oxidized in the methyl group are functions of the hNEIL1 and hNTH1 enzymes in human cells.

  DNA repair 20050102

• Schiff base-mediated base pairing.

  Nucleic acids symposium series (2004) 20050101

• 5-Formyluracil-induced perturbations of DNA function.

  Biochemistry 20040518

• Qualitative and quantitative analyses of the decomposition products that arise from the exposure of thymine to monochromatic ultrasoft X rays and 60Co gamma rays in the solid state.

  Radiation research 20040401

• Nucleotide excision repair of 5-formyluracil in vitro is enhanced by the presence of mismatched bases.

  Biochemistry 20040316

• Radiation-induced DNA damage: formation, measurement, and biochemical features.

  Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer 20040101

• Protection of pulmonary epithelial cells from oxidative stress by hMYH adenine glycosylase.

  Respiratory research 20040101

• The transcription factor, NFI/CTF plays a positive regulatory role in expression of the hSMUG1 gene.

  DNA repair 20031209

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

  Biochemistry 20030506

• Mammalian 5-formyluracil-DNA glycosylase. 2. Role of SMUG1 uracil-DNA glycosylase in repair of 5-formyluracil and other oxidized and deaminated base lesions.

  Biochemistry 20030506

• Ntg1 and Ntg2 proteins as 5-formyluracil-DNA glycosylases/AP lyases in Saccharomyces cerevisiae.

  International journal of radiation biology 20030501

• Cu(II) complexes with heterocyclic substituted thiosemicarbazones: the case of 5-formyluracil. Synthesis, characterization, x-ray structures, DNA interaction studies, and biological activity.

  Inorganic chemistry 20030324

• Repair of the mutagenic DNA oxidation product, 5-formyluracil.

  DNA repair 20030203

• Identification and characterization of mammalian 5-formyluracil-DNA glycosylase.

  Nucleic acids research. Supplement (2001) 20030101

• Fragmentation of deprotonated ions of oligodeoxynucleotides carrying a 5-formyluracil or 2-aminoimidazolone.

  Journal of the American Society for Mass Spectrometry 20021001

• Water mediated Dickerson-Drew-type crystal of DNA dodecamer containing 2'-deoxy-5-formyluridine.

  Biophysical chemistry 20020328

• Induction of T --> G and T --> A transversions by 5-formyluracil in mammalian cells.

  Mutation research 20020115

• Kinetic analysis of nucleotides incorporated opposite oxidized thymine bases on template DNA.

  Nucleic acids research. Supplement (2001) 20020101

• Cellular effects of 5-formyluracil in DNA.

  Mutation research 20010712

• Oxidation of thymine to 5-formyluracil in DNA promotes misincorporation of dGMP and subsequent elongation of a mismatched primer terminus by DNA polymerase.

  The Journal of biological chemistry 20010511

• 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.

  Mutation research 20010509

• Role of the Escherichia coli and human DNA glycosylases that remove 5-formyluracil from DNA in the prevention of mutations.

  Journal of radiation research 20010301

• 5-Formyluracil and its nucleoside derivatives confer toxicity and mutagenicity to mammalian cells by interfering with normal RNA and DNA metabolism.

  Toxicology letters 20010203

• Crystallization and preliminary X-ray analysis of a DNA dodecamer containing 2'-deoxy-5-formyluridine; what is the role of magnesium cation in crystallization of Dickerson-type DNA dodecamers?

  Acta crystallographica. Section D, Biological crystallography 20010201

• Synthesis, characterisation, X-ray structure and biological activity of three new 5-formyluracil thiosemicarbazone complexes.

  Journal of inorganic biochemistry 20010115

• Mutagenic effects of 5-formyluracil on a plasmid vector during replication in Escherichia coli.

  International journal of radiation biology 20010101

• Binding activity of replication protein A to single-stranded DNA containing oxidized pyrimidine base.

  Nucleic acids research. Supplement (2001) 20010101