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564-00-1,MFCD00242631
Catalog No.:AA003PVG

564-00-1 | ERYTHRITOL ANHYDRIDE

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250mg
97%
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$65.00   $45.00
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1g
97%
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$155.00   $109.00
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5g
97.0%
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$422.00   $295.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003PVG
Chemical Name:
ERYTHRITOL ANHYDRIDE
CAS Number:
564-00-1
Molecular Formula:
C4H6O2
Molecular Weight:
86.0892
MDL Number:
MFCD00242631
SMILES:
O1C[C@@H]1[C@H]1OC1
NSC Number:
32607
Properties
Computed Properties
 
Complexity:
61.9  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
6  
Hydrogen Bond Acceptor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
-0.5  

Literature

Title: Induction of DNA damage and G2 cell cycle arrest by diepoxybutane through the activation of the Chk1-dependent pathway in mouse germ cells.

Journal: Chemical research in toxicology 20150316

Title: In vivo roles of conjugation with glutathione and O6-alkylguanine DNA-alkyltransferase in the mutagenicity of the bis-electrophiles 1,2-dibromoethane and 1,2,3,4-diepoxybutane in mice.

Journal: Chemical research in toxicology 20131118

Title: DNA damage induced by three major metabolites of 1,3-butadiene in human hepatocyte L02 cells.

Journal: Mutation research 20120918

Title: Mutation spectra of S-(2-hydroxy-3,4-epoxybutyl)glutathione: comparison with 1,3-butadiene and its metabolites in the Escherichia coli rpoB gene.

Journal: Chemical research in toxicology 20120716

Title: Conjugation of butadiene diepoxide with glutathione yields DNA adducts in vitro and in vivo.

Journal: Chemical research in toxicology 20120319

Title: Diepoxybutane interstrand cross-links induce DNA bending.

Journal: Biochimie 20120201

Title: Formation of 1,2:3,4-diepoxybutane-specific hemoglobin adducts in 1,3-butadiene exposed workers.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20120101

Title: Assessment of DNA interstrand crosslinks using the modified alkaline comet assay.

Journal: Methods in molecular biology (Clifton, N.J.) 20120101

Title: 1,2:3,4-Diepoxybutane in blood of male B6C3F1 mice and male Sprague-Dawley rats exposed to 1,3-butadiene.

Journal: Toxicology letters 20111215

Title: Diepoxybutane induces the formation of DNA-DNA rather than DNA-protein cross-links, and single-strand breaks and alkali-labile sites in human hepatocyte L02 cells.

Journal: Mutation research 20111101

Title: Protective effect of acetyl-l-carnitine and α-lipoic acid against the acute toxicity of diepoxybutane to human lymphocytes.

Journal: Toxicology 20111028

Title: Persistence and repair of bifunctional DNA adducts in tissues of laboratory animals exposed to 1,3-butadiene by inhalation.

Journal: Chemical research in toxicology 20110620

Title: Incidence of Fanconi anemia in children with congenital thumb anomalies referred for diepoxybutane testing.

Journal: The Journal of hand surgery 20110601

Title: Genotoxicity of stereoisomers of 1,2,3,4-diepoxybutane in the gpt gene of Chinese hamster ovary AS52 cells.

Journal: Bulletin of environmental contamination and toxicology 20110601

Title: Chromosome fragility in patients with Fanconi anaemia: diagnostic implications and clinical impact.

Journal: Journal of medical genetics 20110401

Title: Diepoxybutane.

Journal: Report on carcinogens : carcinogen profiles 20110101

Title: Olfactory receptor cells respond to odors in a tissue and semiconductor hybrid neuron chip.

Journal: Biosensors & bioelectronics 20101215

Title: Normal red blood cells partially decrease diepoxybutane-induced chromosome breakage in cultured lymphocytes from Fanconi anaemia patients.

Journal: Cell proliferation 20101201

Title: DNA oligomers containing site-specific and stereospecific exocyclic deoxyadenosine adducts of 1,2,3,4-diepoxybutane: synthesis, characterization, and effects on DNA structure.

Journal: Chemical research in toxicology 20101018

Title: 1,3-Butadiene: II. Genotoxicity profile.

Journal: Critical reviews in toxicology 20101001

Title: DNA-protein cross-linking by 1,2,3,4-diepoxybutane.

Journal: Journal of proteome research 20100903

Title: Fanconi anemia is characterized by delayed repair kinetics of DNA double-strand breaks.

Journal: The Tohoku journal of experimental medicine 20100501

Title: Column switching HPLC-ESI(+)-MS/MS methods for quantitative analysis of exocyclic dA adducts in the DNA of laboratory animals exposed to 1,3-butadiene.

Journal: Chemical research in toxicology 20100419

Title: Alkyltransferase-mediated toxicity of bis-electrophiles in mammalian cells.

Journal: Mutation research 20100203

Title: Clinical, genetic and cytogenetic study of Fanconi anemia in an Indian population.

Journal: Hematology (Amsterdam, Netherlands) 20100201

Title: Exocyclic deoxyadenosine adducts of 1,2,3,4-diepoxybutane: synthesis, structural elucidation, and mechanistic studies.

Journal: Chemical research in toxicology 20100118

Title: Kinetics of the reactions of isoprene-derived epoxides in model tropospheric aerosol solutions.

Journal: Environmental science & technology 20091101

Title: Cob(I)alamin for trapping butadiene epoxides in metabolism with rat S9 and for determining associated kinetic parameters.

Journal: Chemical research in toxicology 20090901

Title: Fanconi anemia and its diagnosis.

Journal: Mutation research 20090731

Title: The bis-electrophile diepoxybutane cross-links DNA to human histones but does not result in enhanced mutagenesis in recombinant systems.

Journal: Chemical research in toxicology 20090601

Title: Quantitative PCR analysis of diepoxybutane and epihalohydrin damage to nuclear versus mitochondrial DNA.

Journal: Mutation research 20090512

Title: Investigation on the mechanisms of genotoxicity of butadiene, styrene and their combination in human lymphocytes using the Comet assay.

Journal: Mutation research 20090512

Title: Molecular dosimetry of 1,2,3,4-diepoxybutane-induced DNA-DNA cross-links in B6C3F1 mice and F344 rats exposed to 1,3-butadiene by inhalation.

Journal: Cancer research 20090315

Title: FANCD2 Western blot as a diagnostic tool for Brazilian patients with Fanconi anemia.

Journal: Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas 20090301

Title: Increased capacity of lymphocytes from hereditary hemochromatosis patients homozygous for the C282Y HFE mutation to respond to the genotoxic effect of diepoxybutane.

Journal: Mutation research 20090219

Title: Liposome-based homogeneous luminescence resonance energy transfer.

Journal: Analytical biochemistry 20090115

Title: Mechanism of diepoxybutane-induced p53 regulation in human cells.

Journal: Journal of biochemical and molecular toxicology 20090101

Title: The synthesis of 1-(4-triethoxysilyl)phenyl)-4,4,4-trifluoro-1,3-butanedione, a novel trialkoxysilane monomer for the preparation of functionalized sol-gel matrix materials.

Journal: Molecules (Basel, Switzerland) 20081020

Title: Correlation of thyroid and growth hormones to chromosomal instability in Egyptian Fanconi anemia patients.

Journal: Indian journal of pediatrics 20080701

Title: Quantitative high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry analysis of the adenine-guanine cross-links of 1,2,3,4-diepoxybutane in tissues of butadiene-exposed B6C3F1 mice.

Journal: Chemical research in toxicology 20080501

Title: DNA repair decline during mouse spermiogenesis results in the accumulation of heritable DNA damage.

Journal: DNA repair 20080402

Title: Reactions of glyceraldehyde 3-phosphate dehydrogenase sulfhydryl groups with bis-electrophiles produce DNA-protein cross-links but not mutations.

Journal: Chemical research in toxicology 20080201

Title: Flow cytometry for diepoxybutane test analysis.

Journal: Genetics and molecular research : GMR 20080101

Title: Diepoxybutane activates the mitochondrial apoptotic pathway and mediates apoptosis in human lymphoblasts through oxidative stress.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20071201

Title: [Gene regulation to lactic acid bacteria for increasing production of flavor metabolite].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica 20071201

Title: Positive diepoxybutane test in a patient with Nijmegen breakage syndrome.

Journal: Pediatric blood & cancer 20070701

Title: Loss of FANCC function is associated with failure to inhibit late firing replication origins after DNA cross-linking.

Journal: Experimental cell research 20070701

Title: A ketone oximate based cyclic cationic [Ni(II)4] inverse metallacrown from simultaneous chelation and bridging of two ligands.

Journal: Dalton transactions (Cambridge, England : 2003) 20070528

Title: Development of a physiologically based toxicokinetic model for butadiene and four major metabolites in humans: global sensitivity analysis for experimental design issues.

Journal: Chemico-biological interactions 20070501

Title: Mutagenesis of the supF gene by stereoisomers of 1,2,3,4-diepoxybutane.

Journal: Chemical research in toxicology 20070501

Title: A comprehensive strategy for the subtyping of patients with Fanconi anaemia: conclusions from the Spanish Fanconi Anemia Research Network.

Journal: Journal of medical genetics 20070401

Title: Site specific N6-(2-hydroxy-3,4-epoxybut-1-yl)adenine oligodeoxynucleotide adducts of 1,2,3,4-diepoxybutane: synthesis and stability at physiological pH.

Journal: Chemical research in toxicology 20070401

Title: Metabolism of 1,3-butadiene to toxicologically relevant metabolites in single-exposed mice and rats.

Journal: Chemico-biological interactions 20070320

Title: Some insights into the mode of action of butadiene by examining the genotoxicity of its metabolites.

Journal: Chemico-biological interactions 20070320

Title: Detoxification of olefinic epoxides and nucleotide excision repair of epoxide-mediated DNA damage: Insights from animal models examining human sensitivity to 1,3-butadiene.

Journal: Chemico-biological interactions 20070320

Title: Mutagenicity of stereochemical configurations of 1,2-epoxybutene and 1,2:3,4-diepoxybutane in human lymphblastoid cells.

Journal: Chemico-biological interactions 20070320

Title: Structure of the 1,4-Bis(2'-deoxyadenosin-N(6)-yl)-2S,3S-butanediol intrastrand DNA cross-link arising from butadiene diepoxide in the human N-ras codon 61 sequence.

Journal: Chemical research in toxicology 20070201

Title: Structural elucidation of a novel DNA-DNA cross-link of 1,2,3,4-diepoxybutane.

Journal: Chemical research in toxicology 20070201

Title: Use of the arginine-specific butanedione/phenylboronic acid tag for analysis of peptides and protein digests using matrix-assisted laser desorption/ionization mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20070101

Title: Influence of polymorphisms in xenobiotic-metabolizing genes and DNA-repair genes on diepoxybutane-induced SCE frequency.

Journal: Environmental and molecular mutagenesis 20061201

Title: Cross-linking of the human DNA repair protein O6-alkylguanine DNA alkyltransferase to DNA in the presence of 1,2,3,4-diepoxybutane.

Journal: Chemical research in toxicology 20060501

Title: The role of foetal red blood cells in protecting cultured lymphocytes against diepoxybutane-induced chromosome breaks.

Journal: Mutation research 20060131

Title: The 5'-GNC site for DNA interstrand cross-linking is conserved for diepoxybutane stereoisomers.

Journal: Chemical research in toxicology 20060101

Title: Evidence for Escherichia coli polymerase II mutagenic bypass of intrastrand DNA crosslinks.

Journal: DNA repair 20051208

Title: Interstrand and intrastrand DNA-DNA cross-linking by 1,2,3,4-diepoxybutane: role of stereochemistry.

Journal: Journal of the American Chemical Society 20051019

Title: Chemical- and irradiation-induced mutants of indica rice IR64 for forward and reverse genetics.

Journal: Plant molecular biology 20050901

Title: Genotoxicity sensor response correlated with DNA nucleobase damage rates measured by LC-MS.

Journal: Molecular bioSystems 20050901

Title: Structure of the 1,4-bis(2'-deoxyadenosin-N6-yl)-2R,3R-butanediol cross-link arising from alkylation of the human N-ras codon 61 by butadiene diepoxide.

Journal: Biochemistry 20050802

Title: Reaction of 1,2,3,4-diepoxybutane with 2'-deoxyguanosine: initial products and their stabilities and decomposition patterns under physiological conditions.

Journal: Chemical research in toxicology 20050801

Title: Acute exposure of human lung cells to 1,3-butadiene diepoxide results in G1 and G2 cell cycle arrest.

Journal: Environmental and molecular mutagenesis 20050501

Title: Analysis of diepoxide-specific cyclic N-terminal globin adducts in mice and rats after inhalation exposure to 1,3-butadiene.

Journal: Cancer research 20041201

Title: Guanine-adenine DNA cross-linking by 1,2,3,4-diepoxybutane: potential basis for biological activity.

Journal: Chemical research in toxicology 20041201

Title: Hemoglobin adduct levels in rat and mouse treated with 1,2:3,4-diepoxybutane.

Journal: Chemical research in toxicology 20040601

Title: Characterization of the reaction products of 2'-deoxyguanosine and 1,2,3,4-diepoxybutane after acid hydrolysis: formation of novel guanine and pyrimidine adducts.

Journal: Chemical research in toxicology 20040401

Title: Influence of GSTT1, mEH, CYP2E1 and RAD51 polymorphisms on diepoxybutane-induced SCE frequency in cultured human lymphocytes.

Journal: Mutation research 20040314

Title: Diepoxybutane induces caspase and p53-mediated apoptosis in human lymphoblasts.

Journal: Toxicology and applied pharmacology 20040301

Title: Alpha-mercaptoketone formation during the maillard reaction of cysteine and [1-(13)C]ribose.

Journal: Journal of agricultural and food chemistry 20040225

Title: Structural characterization of the major DNA-DNA cross-link of 1,2,3,4-diepoxybutane.

Journal: Chemical research in toxicology 20040201

Title: Multiple endocrine neoplasia type 1 with unusual concomitance of various neoplastic disorders.

Journal: Endocrine journal 20040201

Title: DEB test for Fanconi anemia detection in patients with atypical phenotypes.

Journal: American journal of medical genetics. Part A 20040101

Title: Diepoxybutane.

Journal: Report on carcinogens : carcinogen profiles 20040101

Title: A definitive synthesis of D-myo-inositol 1,4,5,6-tetrakisphosphate and its enantiomer D-myo-inositol 3,4,5,6-tetrakisphosphate from a novel butane-2,3-diacetal-protected inositol.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20031215

Title: Knockdown of zebrafish Fancd2 causes developmental abnormalities via p53-dependent apoptosis.

Journal: Developmental cell 20031201

Title: Identification and characterization of a series of nucleoside adducts formed by the reaction of 2'-deoxyguanosine and 1,2,3,4-diepoxybutane under physiological conditions.

Journal: Chemical research in toxicology 20031201

Title: Odorants in breast milk.

Journal: Archives of pediatrics & adolescent medicine 20031001

Title: Diagnosis of fanconi anemia by diepoxybutane analysis.

Journal: Current protocols in human genetics 20030701

Title: Synthesis and characterization of peptides containing a cyclic Val adduct of diepoxybutane, a possible biomarker of human exposure to butadiene.

Journal: Chemical research in toxicology 20030501

Title: Role of haemoglobin in the protection of cultured lymphocytes against diepoxybutane (DEB), assessed by in vitro induced chromosome breakage.

Journal: Mutation research 20030420

Title: Differential diagnosis of Fanconi anemia by nitrogen mustard and diepoxybutane.

Journal: Annals of hematology 20030401

Title: A model of sensitivity: 1,3-butadiene increases mutant frequencies and genomic damage in mice lacking a functional microsomal epoxide hydrolase gene.

Journal: Environmental and molecular mutagenesis 20030101

Title: Mutations induced by 1,3-butadiene metabolites, butadiene diolepoxide, and 1,2,3,4-diepoxybutane at the Hprt locus in CHO-K1 cells.

Journal: Molecules and cells 20021231

Title: A novel diagnostic screen for defects in the Fanconi anemia pathway.

Journal: Blood 20021215

Title: Identification of the ribosomal proteins present in the vicinity of globin mRNA in the 40S initiation complex.

Journal: Journal of biochemistry 20021101

Title: The clastogenic response of the 1q12 heterochromatic region to DNA cross-linking agents is independent of the Fanconi anaemia pathway.

Journal: Carcinogenesis 20020801

Title: The donor substrate specificity of the human beta 1,3-glucuronosyltransferase I toward UDP-glucuronic acid is determined by two crucial histidine and arginine residues.

Journal: The Journal of biological chemistry 20020712

Title: Sequence mapping of epoxide adducts in human hemoglobin with LC-tandem MS and the SALSA algorithm.

Journal: Chemical research in toxicology 20020601

Title: Redox-modulated xenobiotic action and ROS formation: a mirror or a window?

Journal: Human & experimental toxicology 20020201

Title: Ion trap mass spectrometry in the structural analysis of haemoglobin peptides modified by epichlorohydrin and diepoxybutane.

Journal: Rapid communications in mass spectrometry : RCM 20020101

Title: Uterine-ovarian biochemical and developmental interactions to the postimplantation treatment with a butadiene metabolite, diepoxybutane, in pregnant rats.

Journal: Journal of biochemical and molecular toxicology 20020101

Title: Opposite responses in two DNA repair capacity tests in lymphocytes of head and neck cancer patients.

Journal: Journal of applied genetics 20020101

Title: Diepoxybutane.

Journal: Report on carcinogens : carcinogen profiles 20020101

Title: The Chinese hamster FANCG/XRCC9 mutant NM3 fails to express the monoubiquitinated form of the FANCD2 protein, is hypersensitive to a range of DNA damaging agents and exhibits a normal level of spontaneous sister chromatid exchange.

Journal: Carcinogenesis 20011201

Title: Diepoxybutane and mitomycin C toxicity is associated with the induction of oxidative DNA damage in sea urchin embryos.

Journal: Human & experimental toxicology 20011201

Title: Diepoxybutane and diepoxyoctane interstrand cross-linking of the 5S DNA nucleosomal core particle.

Journal: Biochemistry 20010904

Title: Functional residues on the enzyme active site of glyoxalase I from bovine brain.

Journal: Preparative biochemistry & biotechnology 20010801

Title: First-pass metabolism of 1,3-butadiene in once-through perfused livers of rats and mice.

Journal: Chemico-biological interactions 20010601

Title: Development of a preliminary physiologically based toxicokinetic (PBTK) model for 1,3-butadiene risk assessment.

Journal: Chemico-biological interactions 20010601

Title: Mutational spectrum of 1,3-butadiene and metabolites 1,2-epoxybutene and 1,2,3,4-diepoxybutane to assess mutagenic mechanisms.

Journal: Chemico-biological interactions 20010601

Title: In vitro genotoxicity testing of (1-chloroethenyl)oxirane, a metabolite of beta-chloroprene.

Journal: Chemico-biological interactions 20010601

Title: Fanconi anemia. a statistical evaluation of cytogenetic results obtained from South African families.

Journal: Cancer genetics and cytogenetics 20010401

Title: Urinary butadiene diepoxide: a potential biomarker of blood diepoxide.

Journal: Toxicology 20010307

Title: Positional cloning of a novel Fanconi anemia gene, FANCD2.

Journal: Molecular cell 20010201

Title: A novel approach for identification and measurement of hemoglobin adducts with 1,2,3,4-diepoxybutane by liquid chromatography/electrospray ionisation mass spectrometry and matrix-assisted laser desorption/ionisation tandem mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20010101

Title: Electrospray ionization detection of inherently nonresponsive epoxides by peptide binding.

Journal: Rapid communications in mass spectrometry : RCM 20010101

Title: 1,3-butadiene: cancer, mutations, and adducts. Part I: Carcinogenicity of 1,2,3,4-diepoxybutane.

Journal: Research report (Health Effects Institute) 20000301

Title: Human glutathione S-transferase T1-1 enhances mutagenicity of 1,2-dibromoethane, dibromomethane and 1,2,3,4-diepoxybutane in Salmonella typhimurium.

Journal: Carcinogenesis 19960101

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Tags:564-00-1 Molecular Formula|564-00-1 MDL|564-00-1 SMILES|564-00-1 ERYTHRITOL ANHYDRIDE