chloroacetaldehyde
2-chloro-1-ethanal
Identification
| Name | chloroacetaldehyde |
| IUPAC | 2-chloroacetaldehyde |
| CAS Number | 107-20-0 |
| EINECS | 203-472-8 |
| FDA UNII | CF069F5D9C |
| Molecular Formula | C2 H3 Cl O |
| Molecular Weight | 78.49711000 |
| MDL Number | MFCD00006992 |
| Nikkaji Number | J4.060F |
| Beilstein | 1071226 |
Regulatory
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 1.23600 @ 25.00 °C. |
| Refractive Index | 1.40360 @ 20.00 °C. |
| Melting Point | -16.30 °C. @ 760.00 mm Hg |
| Boiling Point | 85.50 °C. @ 760.00 mm Hg |
| Vapor Pressure | 70.600000 mmHg @ 25.00 °C. (est) |
| Flash Point | 128.00 °F. TCC ( 53.33 °C. ) |
| logP (o/w) | 0.019 (est) |
| Soluble in | water, 1.107e+005 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intraperitoneal-guinea pig LD50 2523 ug/kg |
| Dermal Toxicity | skin-rabbit LD50 267 mg/kg |
| Inhalation Toxicity | inhalation-guinea pig LCLo 400 ppm/30M |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES\nLUNGS, THORAX, OR RESPIRATION: RESPIRATORY OBSTRUCTION\nVASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for chloroacetaldehyde usage levels up to | not for fragrance use. |
| Recommendation for chloroacetaldehyde flavor usage levels up to | not for flavor use. |
Penta International Corporation
Chemistry innovation
At Penta, our products and services help businesses do business better.
Potential Uses
Natural Occurrence
Synonyms
acetaldehyde, 2-chloro-
acetaldehyde, chloro-
2-
chloro-1-ethanal
2-
chloroacetaldehyde
2-
chloroethanal
PubMed:
Investigation of ifosfamide and chloroacetaldehyde renal toxicity through integration of in vitro liver-kidney microfluidic data and pharmacokinetic-system biology models.
PubMed:
Nephron Toxicity Profiling via Untargeted Metabolome Analysis Employing a High Performance Liquid Chromatography-Mass Spectrometry-based Experimental and Computational Pipeline.
PubMed:
Occurrence and Comparative Toxicity of Haloacetaldehyde Disinfection Byproducts in Drinking Water.
PubMed:
2-Hydrazinobenzothiazole-based etheno-adduct repair protocol (HERP): a method for quantitative determination of direct repair of etheno-bases.
PubMed:
In situ footprinting of E. coli transcription elongation complex with chloroacetaldehyde.
PubMed:
Preactivated oxazaphosphorines designed for isophosphoramide mustard delivery as bulk form or nanoassemblies: synthesis and proof of concept.
PubMed:
Chemical display of pyrimidine bases flipped out by modification-dependent restriction endonucleases of MspJI and PvuRts1I families.
PubMed:
The nephrotoxic Ifosfamide-metabolite chloroacetaldehyde interferes with renal extracellular matrix homeostasis.
PubMed:
Effects of DNA repair gene polymorphisms on DNA damage in human lymphocytes induced by a vinyl chloride metabolite in vitro.
PubMed:
Transformation efficiency and formation of transformation products during photochemical degradation of TCE and PCE at micromolar concentrations.
PubMed:
[Classical oxazaphosphorines--metabolism and therapeutic properties--new implications].
PubMed:
Chloroacetonitrile and n,2-dichloroacetamide formation from the reaction of chloroacetaldehyde and monochloramine in water.
PubMed:
Atmospheric chemistry and environmental assessment of inhalational fluroxene.
PubMed:
Automated platform for sensor-based monitoring and controlled assays of living cells and tissues.
PubMed:
A novel approach of periodate oxidation coupled with HPLC-FLD for the quantitative determination of 3-chloro-1,2-propanediol in water and vegetable oil.
PubMed:
Surface-activated chemical ionization-electrospray mass spectrometry in the analysis of urinary thiodiglycolic acid.
PubMed:
Concurrent modulation of extracellular levels of noradrenaline and cAMP during stress and by anxiogenic- or anxiolytic-like neuropeptides in the prefrontal cortex of awake rats.
PubMed:
Acrolein and chloroacetaldehyde: an examination of the cell and cell-free biomarkers of toxicity.
PubMed:
Characterization and application of a newly synthesized 2-deoxyribose-5-phosphate aldolase.
PubMed:
Use of precision-cut renal cortical slices in nephrotoxicity studies.
PubMed:
Investigation of ifosfamide nephrotoxicity induced in a liver-kidney co-culture biochip.
PubMed:
Determination of cellular aminopropyltransferase activity using precolumn fluorescent etheno-derivatization with high-performance liquid chromatography.
PubMed:
A sensitive HPLC-based method to quantify adenine nucleotides in primary astrocyte cell cultures.
PubMed:
Novel AlkB dioxygenases--alternative models for in silico and in vivo studies.
PubMed:
Sensor-based cell and tissue screening for personalized cancer chemotherapy.
PubMed:
Involvement of four different intracellular sites in chloroacetaldehyde- induced oxidative stress cytotoxicity.
PubMed:
Liquid chromatography-tandem mass spectrometry quantification of 6-thioguanine in DNA using endogenous guanine as internal standard.
PubMed:
Identification of 3,N(4)-etheno-5-methyl-2'-deoxycytidine in human DNA: a new modified nucleoside which may perturb genome methylation.
PubMed:
Anticancer activity of stabilized palifosfamide in vivo: schedule effects, oral bioavailability, and enhanced activity with docetaxel and doxorubicin.
PubMed:
One-pot synthesis of chiral aziridines by a domino reaction by using desulfonylative formation on the N-tosyl imine of chloroacetaldehyde with an asymmetric Mannich reaction as a key step.
PubMed:
One-pot synthesis of chiral α-substituted β,γ-epoxy aldehyde derivatives through an asymmetric aldol reaction of chloroacetaldehyde.
PubMed:
Effects of chloroacetaldehyde in 2-chloroethanol-induced cardiotoxicity.
PubMed:
The role of AlkB protein in repair of 1,Nâ¶-ethenoadenine in Escherichia coli cells.
PubMed:
Furano-1,2-naphthoquinone inhibits EGFR signaling associated with G2/M cell cycle arrest and apoptosis in A549 cells.
PubMed:
Kinetics and mechanism of the atmospheric reactions of atomic chlorine with 1-penten-3-ol and (Z)-2-penten-1-ol: an experimental and theoretical study.
PubMed:
Comparison of the novel HK-2 human renal proximal tubular cell line with the standard LLC-PK1 cell line in studying drug-induced nephrotoxicity.
PubMed:
Human base excision repair creates a bias toward -1 frameshift mutations.
PubMed:
Comparative metabolism of cyclophosphamide and ifosfamide in the mouse using UPLC-ESI-QTOFMS-based metabolomics.
PubMed:
Oxazaphosphorines: new therapeutic strategies for an old class of drugs.
PubMed:
Naphtho[1,2-b]furan-4,5-dione induces apoptosis of oral squamous cell carcinoma: involvement of EGF receptor/PI3K/Akt signaling pathway.
PubMed:
Kinetics and mechanism of chlorine-atom-initiated oxidation of allyl alcohol, 3-buten-2-ol, and 2-methyl-3-buten-2-ol.
PubMed:
Naphtho[1,2-b]furan-4,5-dione disrupts Janus kinase-2 and induces apoptosis in breast cancer MDA-MB-231 cells.
PubMed:
Protective effects of fomepizole on 2-chloroethanol toxicity.
PubMed:
Naphtho[1,2-b]furan-4,5-dione inactivates EGFR and PI3K/Akt signaling pathways in human lung adenocarcinoma A549 cells.
PubMed:
Chloroacetaldehyde-induced mutagenesis in Escherichia coli: the role of AlkB protein in repair of 3,N(4)-ethenocytosine and 3,N(4)-alpha-hydroxyethanocytosine.
PubMed:
Ifosfamide metabolite chloroacetaldehyde inhibits cell proliferation and glucose metabolism without decreasing cellular ATP content in human breast cancer cells MCF-7.
PubMed:
Naphtho[1,2-b]furan-4,5-dione induces apoptosis and S-phase arrest of MDA-MB-231 cells through JNK and ERK signaling activation.
PubMed:
Targets of chloroacetaldehyde-induced nephrotoxicity.
PubMed:
Environmentally relevant parameters affecting PCB degradation: carbon source- and growth phase-mitigated effects of the expression of the biphenyl pathway and associated genes in Burkholderia xenovorans LB400.
PubMed:
Ifosfamide nephrotoxicity in children: a mechanistic base for pharmacological prevention.
PubMed:
New ifosfamide analogs designed for lower associated neurotoxicity and nephrotoxicity with modified alkylating kinetics leading to enhanced in vitro anticancer activity.
PubMed:
Detection and quantification of (R) and (S)-dechloroethylifosfamide metabolites in plasma from children by enantioselective LC/MS/MS.
PubMed:
Structure of the 1,N2-ethenodeoxyguanosine adduct opposite cytosine in duplex DNA: Hoogsteen base pairing at pH 5.2.
PubMed:
Chiral NHC-catalyzed oxodiene Diels-Alder reactions with alpha-chloroaldehyde bisulfite salts.
PubMed:
AlkB homologue 2-mediated repair of ethenoadenine lesions in mammalian DNA.
PubMed:
Engineering a catabolic pathway in plants for the degradation of 1,2-dichloroethane.
PubMed:
Chemical mapping of cytosines enzymatically flipped out of the DNA helix.
PubMed:
Determination of leukocyte DNA 6-thioguanine nucleotide levels by high-performance liquid chromatography with fluorescence detection.
PubMed:
Mechanisms of the ifosfamide-induced inhibition of endocytosis in the rat proximal kidney tubule.
PubMed:
In vivo mesna and amifostine do not prevent chloroacetaldehyde nephrotoxicity in vitro.
PubMed:
Occurrence, genotoxicity, and carcinogenicity of regulated and emerging disinfection by-products in drinking water: a review and roadmap for research.
PubMed:
AlkB influences the chloroacetaldehyde-induced mutation spectra and toxicity in the pSP189 supF shuttle vector.
PubMed:
Influence of short-term use of dexamethasone on the pharmacokinetics of ifosfamide in patients.
PubMed:
The effect of N-acetylcysteine on ifosfamide-induced nephrotoxicity: in vitro studies in renal tubular cells.
PubMed:
Repression by binding of H-NS within the transcription unit.
PubMed:
Role of MGMT in protecting against cyclophosphamide-induced toxicity in cells and animals.
PubMed:
[14C]bis(2-chloroethoxy)methane: comparative absorption, distribution, metabolism and excretion in rats and mice.
PubMed:
Necrotic pathway in human osteosarcoma Saos-2 cell death induced by chloroacetaldehyde.
PubMed:
Mesna or cysteine prevents chloroacetaldehyde-induced cell death of human proximal tubule cells.
PubMed:
Role of O6-methylguanine-DNA methyltransferase in protecting from alkylating agent-induced toxicity and mutations in mice.
PubMed:
Ifosfamide toxicity in cultured proximal renal tubule cells.
PubMed:
Chloroacetaldehyde as a sulfhydryl reagent: the role of critical thiol groups in ifosfamide nephropathy.
PubMed:
Coping with polychlorinated biphenyl (PCB) toxicity: Physiological and genome-wide responses of Burkholderia xenovorans LB400 to PCB-mediated stress.
PubMed:
Ifosfamide metabolites CAA, 4-OH-Ifo and Ifo-mustard reduce apical phosphate transport by changing NaPi-IIa in OK cells.
PubMed:
Directed evolution of an industrial biocatalyst: 2-deoxy-D-ribose 5-phosphate aldolase.
PubMed:
Ifosfamide-induced nephrotoxicity: mechanism and prevention.
PubMed:
Selective alteration of the rate-limiting step in cytosolic aldehyde dehydrogenase through random mutagenesis.
PubMed:
Application of biological activated carbon anaerobic reactor for treatment of hazardous chemicals.
PubMed:
Matrix isolation and theoretical study of the photochemical reaction of CrCl2O2 with chloroethenes.
PubMed:
Ifosfamide: pharmacokinetic properties for central nervous system metastasis prevention.
PubMed:
Sequence-specific p53 gene damage by chloroacetaldehyde and its repair kinetics in Escherichia coli.
PubMed:
Enantioselective metabolism of ifosfamide by the kidney.
PubMed:
Insights into the hydrogen-abstraction reactions of diol dehydratase: relevance to the catalytic mechanism and suicide inactivation.
PubMed:
Metabolism and transport of oxazaphosphorines and the clinical implications.
PubMed:
Site specific synthesis and polymerase bypass of oligonucleotides containing a 6-hydroxy-3,5,6,7-tetrahydro-9H-imidazo[1,2-a]purin-9-one base, an intermediate in the formation of 1,N2-etheno-2'-deoxyguanosine.
PubMed:
Chloroacetaldehyde- and acrolein-induced death of human proximal tubule cells.
PubMed:
Disturbed Ca2+-signaling by chloroacetaldehyde: a possible cause for chronic ifosfamide nephrotoxicity.
PubMed:
Polymorphisms of DNA repair gene XPD and DNA damage of workers exposed to vinylchloride monomer.
PubMed:
AlkB reverses etheno DNA lesions caused by lipid oxidation in vitro and in vivo.
PubMed:
Synthesis, characterisation and theoretical calculations of 2,6-diaminopurine etheno derivatives.
PubMed:
Chloroacetaldehyde: mode of antitumor action of the ifosfamide metabolite.
PubMed:
A tubule cell model for ifosfamide nephrotoxicity.
PubMed:
Dynamic analysis of metabolic effects of chloroacetaldehyde and cytochalasin B on tumor cells using bioelectronic sensor chips.
PubMed:
Palladium-catalyzed regioselective arylation of imidazo[1,2-b][1,2,4]triazine: synthesis of an alpha 2/3-selective GABA agonist.
PubMed:
Differential effects of Mg2+ ions on the individual kinetic steps of human cytosolic and mitochondrial aldehyde dehydrogenases.
PubMed:
Enantioselective metabolism and cytotoxicity of R-ifosfamide and S-ifosfamide by tumor cell-expressed cytochromes P450.
PubMed:
Cytochrome P450 3A and 2B6 in the developing kidney: implications for ifosfamide nephrotoxicity.
PubMed:
Mismatch dependent uracil/thymine-DNA glycosylases excise exocyclic hydroxyethano and hydroxypropano cytosine adducts.
PubMed:
Contribution of CYP3A5 to hepatic and renal ifosfamide N-dechloroethylation.
PubMed:
Exocyclic DNA lesions stimulate DNA cleavage mediated by human topoisomerase II alpha in vitro and in cultured cells.
PubMed:
Renal ontogeny of ifosfamide nephrotoxicity.
PubMed:
Analysis of drug action on tumor cell metabolism using electronic sensor chips.
PubMed:
DNA damage and mutations produced by chloroacetaldehyde in a CpG-methylated target gene.
PubMed:
Degradation pathway of 2-chloroethanol in Pseudomonas stutzeri strain JJ under denitrifying conditions.
PubMed:
Role of mismatch-specific uracil-DNA glycosylase in repair of 3,N4-ethenocytosine in vivo.
PubMed:
Suicide inactivation of dioldehydratase by glycolaldehyde and chloroacetaldehyde: an examination of the reaction mechanism.
PubMed:
Release of beta-nicotinamide adenine dinucleotide upon stimulation of postganglionic nerve terminals in blood vessels and urinary bladder.
PubMed:
Dissociation of the ground state vinoxy radical and its photolytic precursor chloroacetaldehyde: electronic nonadiabaticity and the suppression of the H+ketene channel.
PubMed:
S-Adenosyl methionine/S-adenosyl-L-homocysteine ratio determination by capillary electrophoresis employed as a monitoring tool for the antiviral effectiveness of adenosine analogs.
PubMed:
Role of nucleotide- and base-excision repair in genotoxin-induced neuronal cell death.
PubMed:
Activation of the anticancer prodrugs cyclophosphamide and ifosfamide: identification of cytochrome P450 2B enzymes and site-specific mutants with improved enzyme kinetics.
PubMed:
[Chips instead of mice: cells on bioelectronic sensor-chips as an alternative to animal experiments].
PubMed:
Functional cellular assays with multiparametric silicon sensor chips.
PubMed:
New nucleoside analogs from 2-amino-9-(beta-D-ribofuranosyl)purine.
PubMed:
Renal-tubule metabolism of ifosfamide to the nephrotoxic chloroacetaldehyde: pharmacokinetic modeling for estimation of intracellular levels.
PubMed:
Cytoprotective and anticancer properties of coenzyme Q versus capsaicin.
PubMed:
Enzymology of repair of etheno-adducts.
PubMed:
Neurological toxicity of ifosfamide.
PubMed:
Pharmacology of ifosfamide.
PubMed:
Photocatalytic oxidation of gaseous 2-chloroethyl ethyl sulfide over TiO2.
PubMed:
Microphysiological testing for chemosensitivity of living tumor cells with multiparametric microsensor chips.
PubMed:
Comparative toxicity of ifosfamide metabolites and protective effect of mesna and amifostine in cultured renal tubule cells.
PubMed:
Selective enhancement of ifosfamide-induced toxicity in Chinese hamster ovary cells.
PubMed:
Regioselective synthesis of 1,N(2)-etheno-2'-deoxyguanosine and its generation in oligomeric DNA.
PubMed:
Liquid chromatographic assay for the antiviral nucleotide analogue tenofovir in plasma using derivatization with chloroacetaldehyde.
PubMed:
Determination of tenofovir in human plasma by high-performance liquid chromatography with spectrofluorimetric detection.
PubMed:
Multiparametric sensor chips for chemosensitivity testing of sensitive and resistant tumor cells.
PubMed:
High-performance liquid chromatographic technique for detection of a fluorescent analogue of ADP-ribose in isolated blood vessel preparations.
PubMed:
Stem cell toxicity of oxazaphosphorine metabolites in comparison to their antileukemic activity.
PubMed:
Modified guanines representing O(6)-alkylation by the cyclophosphamide metabolites acrolein and chloroacetaldehyde: synthesis, stability, and ab initio studies.
PubMed:
Toxicity of chloroacetaldehyde is similar in adult and pediatric kidney tubules.
PubMed:
Analysis of 3,N(4)-ethenocytosine in DNA and in human urine by isotope dilution gas chromatography/negative ion chemical ionization/mass spectrometry.
PubMed:
Simultaneous determination of six adenyl purines in human plasma by high-performance liquid chromatography with fluorescence derivatization.
PubMed:
Modulation of the cytochrome P450-mediated metabolism of ifosfamide by ketoconazole and rifampin.
PubMed:
Determination of pyrimethamine in animal tissue and egg by liquid chromatography with fluorescence detection.
PubMed:
Human kidney tubules detoxify chloroacetaldehyde, a presumed nephrotoxic metabolite of ifosfamide.
PubMed:
Comparison of cancer risk estimates for vinyl chloride using animal and human data with a PBPK model.
PubMed:
Sensitive gas chromatographic determination of the cyclophosphamide metabolite 2-dechloroethylcyclophosphamide in human plasma.
PubMed:
2-Chloroacetaldehyde induces epsilondA DNA adducts in DNA of Raji cells as demonstrated by an improved HPLC-fluorimetry method.
PubMed:
Selective protection by stably transfected human ALDH3A1 (but not human ALDH1A1) against toxicity of aliphatic aldehydes in V79 cells.
PubMed:
Evaluation of a fluorogenic derivatization method for the reversed-phase HPLC analysis of 2'-beta-fluoro-2',3'-dideoxyadenosine, a new anti-AIDS drug.
PubMed:
Approach to a multiparametric sensor-chip-based tumor chemosensitivity assay.
PubMed:
Technical Advance: a novel technique for the sensitive quantification of acyl CoA esters from plant tissues.
PubMed:
Fluorometric determination of 2'-beta-fluoro-2',3'-dideoxyadenosine 5'-triphosphate, the active metabolite of a new anti-human immunodeficiency virus drug, in human lymphocytes.
PubMed:
Evidence of renal metabolism of ifosfamide to nephrotoxic metabolites.
PubMed:
Pharmacokinetics and metabolism of the nitrogen mustard bioreductive drug 5.
PubMed:
Intravenous ifosfamide/mesna is associated with depletion of plasma thiols without depletion of leukocyte glutathione.
PubMed:
Metabolism of ifosfamide to chloroacetaldehyde contributes to antitumor activity in vivo.
PubMed:
Improved and simplified liquid chromatographic assay for adefovir, a novel antiviral drug, in human plasma using derivatization with chloroacetaldehyde.
PubMed:
Localization of chloroacetaldehyde-induced DNA damage in human p53 gene by DNA polymerase fingerprint analysis.
PubMed:
Mammalian enzymatic repair of etheno and para-benzoquinone exocyclic adducts derived from the carcinogens vinyl chloride and benzene.
PubMed:
Thermal destabilization of DNA oligonucleotide duplexes by exocyclic adducts on adenine or cytosine depends on both the base and the size of adduct.
PubMed:
Detection and quantification of 1,N(6)-ethenoadenine in human placental DNA by mass spectrometry.
PubMed:
Suspected ifosfamide-induced neurotoxicity.
PubMed:
Quantification of 5-methylcytosine in DNA by the chloroacetaldehyde reaction.
PubMed:
The role of the Escherichia coli mug protein in the removal of uracil and 3,N(4)-ethenocytosine from DNA.
PubMed:
Toxicity of ifosfamide and its metabolite chloroacetaldehyde in cultured renal tubule cells.
PubMed:
A new passive sampler for regulated workplace aldehydes.
PubMed:
High-performance liquid chromatographic-fluorescent method to determine chloroacetaldehyde, a neurotoxic metabolite of the anticancer drug ifosfamide, in plasma and in liver microsomal incubations.
PubMed:
Increased urinary losses of carnitine during ifosfamide chemotherapy.
PubMed:
Chemical stability and fate of the cytostatic drug ifosfamide and its N-dechloroethylated metabolites in acidic aqueous solutions.
PubMed:
Monooxygenase-mediated 1,2-dichloroethane degradation by Pseudomonas sp. strain DCA1.
PubMed:
Ifosfamide-induced stomatocytosis and mesna-induced echinocytosis: influence on biorheological properties of blood.
PubMed:
Inhibition and stimulation of long-chain fatty acid oxidation by chloroacetaldehyde and methylene blue in rats.
PubMed:
Metabolic activation of vinyl chloride by rat liver microsomes: low-dose kinetics and involvement of cytochrome P450 2E1.
PubMed:
In vivo modulation of alternative pathways of P-450-catalyzed cyclophosphamide metabolism: impact on pharmacokinetics and antitumor activity.
PubMed:
Inhibition of human aldehyde dehydrogenase 1 by the 4-hydroxycyclophosphamide degradation product acrolein.
PubMed:
Endogenous and exogenous DNA lesions recognized by N-alkylpurine-DNA glycosylases.
PubMed:
Chloromethyl ketones are insulin-like stimulators of lipid synthesis in locust fat body.
PubMed:
Genotoxic bifunctional aldehydes produce specific images in the comet assay.
PubMed:
Sequence-dependent extrusion of a small DNA hairpin at the N4 virion RNA polymerase promoters.
PubMed:
Determination of ATP and its metabolites released from rat caudal artery by isocratic ion-pair reversed-phase high-performance liquid chromatography.
PubMed:
Measurement of adenosine concentration in aqueous and vitreous.
PubMed:
Modulation of P450-dependent ifosfamide pharmacokinetics: a better understanding of drug activation in vivo.
PubMed:
Excretion kinetics of ifosfamide side-chain metabolites in children on continuous and short-term infusion.
PubMed:
Differential cytotoxicity of Ifosfamide and its metabolites in renal epithelial cell cultures.
PubMed:
Cloning, sequence and expression of a linear plasmid-based and a chromosomal homolog of chloroacetaldehyde dehydrogenase-encoding genes in Xanthobacter autotrophicus GJ10.
PubMed:
Toxicity, pharmacokinetics, and in vitro hemodialysis clearance of ifosfamide and metabolites in an anephric pediatric patient with Wilms' tumor.
PubMed:
Novel substrates of yeast alcohol dehydrogenase-3. 4-dimethylamino-cinnamaldehyde and chloroacetaldehyde.
PubMed:
Involvement of glutamate 399 and lysine 192 in the mechanism of human liver mitochondrial aldehyde dehydrogenase.
PubMed:
Stimulation of respiration by methylene blue in rat liver mitochondria.
PubMed:
A 13C NMR study of 2-(13)C-chloroacetaldehyde, a metabolite of ifosfamide and cyclophosphamide, in the isolated perfused rabbit heart model. Initial observations on its cardiotoxicity and cardiac metabolism.
PubMed:
Ifosfamide cytotoxicity on human tumor and renal cells: role of chloroacetaldehyde in comparison to 4-hydroxyifosfamide.
PubMed:
DNA-protein cross-links produced by various chemicals in cultured human lymphoma cells.
PubMed:
The electrophilic, mutagenic and tumorigenic activities of phenyl and 4-nitrophenyl vinyl ethers and their epoxide metabolites.
PubMed:
The GST T1 and CYP2E1 genotypes are possible factors causing vinyl chloride induced abnormal liver function.
PubMed:
Is the white-ivory assay of Drosophila melanogaster a useful tool in genetic toxicology?
PubMed:
Urinary excretion of ifosfamide, 4-hydroxyifosfamide, 3- and 2-dechloroethylifosfamide, mesna, and dimesna in patients on fractionated intravenous ifosfamide and concomitant mesna therapy.
PubMed:
Mutagenicity of vinyl chloride and its reactive metabolites, chloroethylene oxide and chloroacetaldehyde, in a metabolically competent human B-lymphoblastoid line.
PubMed:
Ifosfamide metabolite chloroacetaldehyde causes renal dysfunction in vivo.
PubMed:
Adenine quantitation in yeast extracts and fermentation media and its relationship to protein expression and cell growth in adenine auxotrophs of Saccharomyces cerevisiae.
PubMed:
Inhibition of (mono)amine oxidase activity and prevention of ifosfamide encephalopathy by methylene blue.
PubMed:
High resolution mapping of E.coli transcription elongation complex in situ reveals protein interactions with the non-transcribed strand.
PubMed:
1,N6-ethenodeoxyadenosine, a DNA adduct highly mutagenic in mammalian cells.
PubMed:
Modulation by acrolein and chloroacetaldehyde of multidrug resistance mediated by the multidrug resistance-associated protein (MRP).
PubMed:
TTA.TAA triplet repeats in plasmids form a non-H bonded structure.
PubMed:
2-Chloroacetaldehyde-induced cerebral glutathione depletion and neurotoxicity.
PubMed:
Formation of a combined H-DNA/open TATA box structure in the promoter sequence of the human Na,K-ATPase alpha2 gene.
PubMed:
Ifosfamide nephrotoxicity: limited influence of metabolism and mode of administration during repeated therapy in paediatrics.
PubMed:
Characterization by two-endpoint comparisons of the genetic toxicity profiles of vinyl chloride and related etheno-adduct forming carcinogens in Drosophila.
PubMed:
Adaptation of Pseudomonas sp. GJ1 to 2-bromoethanol caused by overexpression of an NAD-dependent aldehyde dehydrogenase with low affinity for halogenated aldehydes.
PubMed:
Measurement of adenosine by capillary zone electrophoresis with on-column isotachophoretic preconcentration.
PubMed:
DNA damage: chemistry, repair, and mutagenic potential.
PubMed:
Characterization of the cytochrome P450 involved in side-chain oxidation of cyclophosphamide in humans.
PubMed:
Oxidative metabolism of 1-(2-chloroethyl)-3-alkyl-3- (methylcarbamoyl)triazenes: formation of chloroacetaldehyde and relevance to biological activity.
PubMed:
Methylene blue and the neurotoxic mechanisms of ifosfamide encephalopathy.
PubMed:
1,N6-ethenoadenine and 3,N4-ethenocytosine are excised by separate human DNA glycosylases.
PubMed:
An intramolecular triplex in the human gamma-globin 5'-flanking region is altered by point mutations associated with hereditary persistence of fetal hemoglobin.
PubMed:
Molecular analysis of mutations induced by 2-chloroacetaldehyde, the ultimate carcinogenic form of vinyl chloride, in human cells using shuttle vectors.
PubMed:
Detection of mutagen specific adduct formation in DNA using sequencing methodology.
PubMed:
4-Chlorothreonine is substrate, mechanistic probe, and mechanism-based inactivator of serine hydroxymethyltransferase.
PubMed:
Spectrofluorimetric determination of 2-chloro-2'-deoxyadenosine (cladribine) in human plasma by photochemical reaction and chloroacetaldehyde derivatization.
PubMed:
Lack of uniformity in the mutational spectra of chlorohydroxyfuranones in Salmonella typhimurium strain TA100.
PubMed:
The benzene metabolite p-benzoquinone forms adducts with DNA bases that are excised by a repair activity from human cells that differs from an ethenoadenine glycosylase.
PubMed:
Genetic adaptation of bacteria to halogenated aliphatic compounds.
PubMed:
High-performance liquid chromatographic determination of diadenosine 5',5'"-p1,p4-tetraphosphate with precolumn fluorescence derivatization and its application to metabolism study in whole blood.
PubMed:
Ifosfamide and mesna: effects on the Na/H exchanger activity in renal epithelial cells in culture (LLC-PK1).
PubMed:
Triple-helix specific ligands stabilize H-DNA conformation.
PubMed:
The use of 2-hydroperoxytetrahydrofuran as a reagent to sequence cytosine and to probe non-Watson-Crick DNA structures.
PubMed:
Distortion after monofunctional alkylation by mitomycin C of a dodecamer containing its major binding site.
PubMed:
Comparison of continuous infusion and bolus administration of ifosfamide in children.
PubMed:
Enzymatic and chemical probing of an S1 nuclease-sensitive site upstream from the human CFTR gene.
PubMed:
Determination of adenine nucleotides by fluorescence detection using high-performance liquid chromatography and post-column derivatisation with chloroacetaldehyde.
PubMed:
Determination of plasma adenosine by high-performance liquid chromatography with column switching and fluorometric detection.
PubMed:
Genetics and biochemistry of 1,2-dichloroethane degradation.
PubMed:
Ifosfamide metabolite chloroacetaldehyde causes Fanconi syndrome in the perfused rat kidney.
PubMed:
Detection of small quantities of double stranded DNA by enhanced fluorescence of substituted aldehyde modified polydeoxynucleotide-ethidium bromide complexes.
PubMed:
Ifosfamide and carboplatin combined with 41.8 degrees C whole-body hyperthermia in patients with refractory sarcoma and malignant teratoma.
PubMed:
Selective determination of adenine-containing compounds by capillary electrophoresis with laser-induced fluorescence detection.
PubMed:
The induction of adaptive response to alkylating agents in Escherichia coli reduces the frequency of specific C-->T mutations in chloroacetaldehyde-treated M13 glyU phage.
PubMed:
Chloroacetaldehyde-induced hepatocyte cytotoxicity. Mechanisms for cytoprotection.
PubMed:
Ifosfamide induced depletion of glutathione in human peripheral blood lymphocytes and protection by mesna.
PubMed:
Gradual and oriented B-Z transition in 5'-untranscribed region of mouse ribosomal DNA.
PubMed:
Ifosfamide clinical pharmacokinetics.
PubMed:
Effects of changing glutamate 487 to lysine in rat and human liver mitochondrial aldehyde dehydrogenase. A model to study human (Oriental type) class 2 aldehyde dehydrogenase.
PubMed:
Identification of chloroacetaldehyde dehydrogenase involved in 1,2-dichloroethane degradation.
PubMed:
Toxicity of ifosfamide, cyclophosphamide and their metabolites in renal tubular cells in culture.
PubMed:
The non-B-DNA structure of d(CA/TG)n differs from that of Z-DNA.
PubMed:
Monofunctional adducts of platinum(II) produce in DNA a sequence-dependent local denaturation.
PubMed:
All four known cyclic adducts formed in DNA by the vinyl chloride metabolite chloroacetaldehyde are released by a human DNA glycosylase.
PubMed:
[Molecular basis of mutagenic activity of vinyl chloride].
PubMed:
Molecular mechanisms of chloroacetaldehyde-induced cytotoxicity in isolated rat hepatocytes.
PubMed:
Identification of DNA adducts at specific locations by sequencing techniques.
PubMed:
Effect of ifosfamide metabolites on sodium-dependent phosphate transport in a model of proximal tubular cells (LLC-PK1) in culture.
PubMed:
Ifosfamide. Patient care management.
PubMed:
Substrate specificity of rat liver aldehyde dehydrogenase with chloroacetaldehydes.
PubMed:
The analysis of ifosfamide and its metabolites (review).
PubMed:
Enhancement of ethidium bromide fluorescence in double-stranded DNA reacted with chloroacetaldehyde.
PubMed:
Chloroacetaldehyde-induced mutagenesis in Escherichia coli: specificity of mutations and modulation by induction of the adaptive response to alkylating agents.
PubMed:
Formation of ethenocarbaldehyde derivatives of adenosine and cytidine in reactions with mucochloric acid.
PubMed:
Structural polymorphism of homopurine-homopyrimidine sequences at neutral pH.
PubMed:
Toxicity studies in fertilized zebrafish eggs treated with N-methylamine, N,N-dimethylamine, 2-aminoethanol, isopropylamine, aniline, N-methylaniline, N,N-dimethylaniline, quinone, chloroacetaldehyde, or cyclohexanol.
PubMed:
Determination of chloroacetaldehyde, a metabolite of oxazaphosphorine cytostatic drugs, in plasma.
PubMed:
Simultaneous determination of nerve-induced adenine nucleotides and nucleosides released from rabbit pulmonary artery.
PubMed:
Vinyl carbamate epoxide, a major strong electrophilic, mutagenic and carcinogenic metabolite of vinyl carbamate and ethyl carbamate (urethane).
PubMed:
Conformational junctions between left-handed DNA in (dA-dT)16 and contiguous B-DNA in a supercoiled plasmid contain chemically reactive bases.
PubMed:
Development of monoclonal antibodies specific for 1,N2-ethenodeoxyguanosine and N2,3-ethenodeoxyguanosine and their use for quantitation of adducts in G12 cells exposed to chloroacetaldehyde.
PubMed:
Ifosfamide, mesna, and nephrotoxicity in children.
PubMed:
Comparative pharmacokinetics of ifosfamide, 4-hydroxyifosfamide, chloroacetaldehyde, and 2- and 3-dechloroethylifosfamide in patients on fractionated intravenous ifosfamide therapy.
PubMed:
32P-postlabelling methods for cyclic DNA adducts.
PubMed:
Gas chromatographic determination of 2- and 3-dechloroethylifosfamide in plasma and urine.
PubMed:
Fluorometric quantitation of adenosine concentration in small samples of extracellular fluid.
PubMed:
Transcriptionally driven cruciform formation in vivo.
PubMed:
The enigma of ifosfamide encephalopathy.
PubMed:
Inhibition of sodium-dependent transport systems in LLC-PK1 cells by metabolites of ifosfamide.
PubMed:
Release of N2,3-ethenoguanine from chloroacetaldehyde-treated DNA by Escherichia coli 3-methyladenine DNA glycosylase II.
PubMed:
1,N2-ethenodeoxyguanosine: properties and formation in chloroacetaldehyde-treated polynucleotides and DNA.
PubMed:
Hepatocarcinogenicity of chloral hydrate, 2-chloroacetaldehyde, and dichloroacetic acid in the male B6C3F1 mouse.
PubMed:
Utilization of glutathione during 1,2-dihaloethane metabolism in rat hepatocytes.
PubMed:
Acyclic adenine nucleoside phosphonates in plasma determined by high-performance liquid chromatography with fluorescence detection.
PubMed:
Intramolecular dG.dG.dC triplex detected in Escherichia coli cells.
PubMed:
Roles of the vinyl chloride oxidation products 1-chlorooxirane and 2-chloroacetaldehyde in the in vitro formation of etheno adducts of nucleic acid bases [corrected].
PubMed:
Analysis of DNA strand breaks induced in rodent liver in vivo, hepatocytes in primary culture, and a human cell line by chlorinated acetic acids and chlorinated acetaldehydes.
PubMed:
H-DNA and Z-DNA in the mouse c-Ki-ras promoter.
PubMed:
Determination of 9-[(2-phosphonylmethoxy)ethyl]adenine in rat urine by high-performance liquid chromatography with fluorescence detection.
PubMed:
Cross-adaptive response in Escherichia coli caused by pretreatment with H2O2 against formaldehyde and other aldehyde compounds.
PubMed:
Determination of urinary 2- and 3-dechloroethylated metabolites of ifosfamide by high-performance liquid chromatography.
PubMed:
Mechanisms of mutagenesis by exocyclic DNA adducts. Construction and in vitro template characteristics of an oligonucleotide bearing a single site-specific ethenocytosine.
PubMed:
A sensitive fluorescence assay for quantitation of fludarabine and metabolites in biological fluids.
PubMed:
Detection of triple-helix related structures adopted by poly(dG)-poly(dC) sequences in supercoiled plasmid DNA.
PubMed:
Involvement of a large plasmid in the degradation of 1,2-dichloroethane by Xanthobacter autotrophicus.
PubMed:
Improved high-pressure liquid chromatographic-fluorometric assay for measurement of adenosine in plasma.
PubMed:
Evidence for the mutagenic potential of the vinyl chloride induced adduct, N2, 3-etheno-deoxyguanosine, using a site-directed kinetic assay.
PubMed:
Formation of (dA-dT)n cruciforms in Escherichia coli cells under different environmental conditions.
PubMed:
Di(1,N6-ethenoadenosine)5', 5'''-P1,P4-tetraphosphate, a fluorescent enzymatically active derivative of Ap4A.
PubMed:
Metabolism and pharmacokinetics of oral and intravenous ifosfamide.
PubMed:
Torsional stress stabilizes extended base unpairing in suppressor sites flanking immunoglobulin heavy chain enhancer.
PubMed:
Derivatization-liquid chromatographic assay of chloroacetaldehyde in biological samples.
PubMed:
Distortions induced in double-stranded oligonucleotides by the binding of cis- or trans-diammine-dichloroplatinum(II) to the d(GTG) sequence.
PubMed:
2-Chloroacetaldehyde and 2-chloroacetal are potent inhibitors of DNA synthesis in animal cells.
PubMed:
Chloroacetaldehyde is a powerful inducer of mitotic aneuploidy in Aspergillus nidulans.
PubMed:
Formation of N2,3-ethanoguanine in DNA after in vitro treatment with the therapeutic agent, N-(2-chloroethyl)-N'-cyclohexyl-N-nitrosourea.
PubMed:
Influence of beta-adrenergic stimulation and contraction frequency on rat heart interstitial adenosine.
PubMed:
Mechanisms of mutagenesis by the vinyl chloride metabolite chloroacetaldehyde. Effect of gene-targeted in vitro adduction of M13 DNA on DNA template activity in vivo and in vitro.
PubMed:
Nucleophilic selectivity and reaction kinetics of chloroethylene oxide assessed by the 4-(p-nitrobenzyl)pyridine assay and proton nuclear magnetic resonance spectroscopy.
PubMed:
Comparison of mutagenic activities of several peroxyacyl nitrates.
PubMed:
Nucleophilic selectivity as a determinant of carcinogenic potency (TD50) in rodents: a comparison of mono- and bi-functional alkylating agents and vinyl chloride metabolites.
PubMed:
Non-B DNA structure: preferential target for the chemical carcinogen glycidaldehyde.
PubMed:
Investigation of RecA--polynucleotide interactions from the measurement of LexA repressor cleavage kinetics. Presence of different types of complex.
PubMed:
Synthesis of N2,3-ethenodeoxyguanosine, N2,3-ethenodeoxyguanosine 5'-phosphate, and N2,3-ethenodeoxyguanosine 5'-triphosphate. Stability of the glycosyl bond in the monomer and in poly(dG,epsilon dG-dC).
PubMed:
Cationic metal-specific structures adopted by the poly(dG) region and the direct repeats in the chicken adult beta A globin gene promoter.
PubMed:
The effect of ifosfamide and its metabolites on intracellular glutathione levels in vitro and in vivo.
PubMed:
Chloroacetaldehyde and its contribution to urotoxicity during treatment with cyclophosphamide or ifosfamide. An experimental study/short communication.
PubMed:
The DNA bending by acetylaminofluorene residues and by apurinic sites.
PubMed:
High-pressure-liquid-chromatographic and fluorimetric methods for the determination of adenine released from ribosomes by ricin and gelonin.
PubMed:
Chemical probes of the conformation of DNA modified by cis-diamminedichloroplatinum(II).
PubMed:
Mechanisms of mutagenesis by chloroacetaldehyde.
PubMed:
Liquid holding increases mutation induction by formaldehyde and some other cross-linking agents in Escherichia coli K12.
PubMed:
1,N6-etheno-2'-deoxyadenosine and 3,N4-etheno-2'-deoxycytidine detected by monoclonal antibodies in lung and liver DNA of rats exposed to vinyl chloride.
PubMed:
HPLC-32P-postlabelling analysis of 1,N6-ethenodeoxyadenosine and 3,N4-ethenodeoxycytidine.
PubMed:
High-performance liquid chromatographic analysis of DNA composition and DNA modification by chloroacetaldehyde.
PubMed:
Formation of interstrand cross-links in chloroacetaldehyde-treated DNA demonstrated by ethidium bromide fluorescence.
PubMed:
Mechanistic studies on chloral toxicity: relationship to trichloroethylene carcinogenesis.
PubMed:
Chloroacetaldehyde reacts with Z-DNA.
PubMed:
Magnesium ion-dependent triple-helix structure formed by homopurine-homopyrimidine sequences in supercoiled plasmid DNA.
PubMed:
Determination of adenosine in fetal perfusates of human placental cotyledons using fluorescence derivatization and reversed-phase high-performance liquid chromatography.
PubMed:
Physiological model for tissue glutathione depletion and increased resynthesis after ethylene dichloride exposure.
PubMed:
Development of techniques to monitor for exposure to vinyl chloride: monoclonal antibodies to ethenoadenosine and ethenocytidine.
PubMed:
An ultimate chemical carcinogen, N-acetoxy-2-acetylaminofluorene, detects non-B DNA structures that are reactive with chloroacetaldehyde in supercoiled plasmid DNA.
PubMed:
Investigations on metabolism and carcinogenicity of 1,1,2-trichloroethane.
PubMed:
The chemical carcinogen, chloroacetaldehyde, modifies a specific site within the regulatory sequence of human cytomegalovirus major immediate early gene in vivo.
PubMed:
Inhibition of restriction endonuclease cleavage due to site-specific chemical modification of the B-Z junction in supercoiled DNA.
PubMed:
The segment inversion site of herpes simplex virus type 1 adopts a novel DNA structure.
PubMed:
Kinetic studies of recA protein binding to a fluorescent single-stranded polynucleotide.
PubMed:
Unusual conformational effect exerted by Z-DNA upon its neighboring sequences.
PubMed:
Measurement by fluorescence of interstitial adenosine levels in normoxic, hypoxic, and ischemic perfused rat hearts.
PubMed:
Vinyl chloride: an assessment of the risk of occupational exposure.
PubMed:
Determination of adenosine ribo- and deoxyribonucleotides as their 1-N6-etheno derivatives by reversed-phase ion-pair high-performance liquid chromatography.
PubMed:
The use of suicide substrates to select mutants of Escherichia coli lacking enzymes of alcohol fermentation.
PubMed:
Dechloroethylation of ifosfamide and neurotoxicity.
PubMed:
New adducts of chloroethylene oxide and chloroacetaldehyde with pyrimidine nucleosides.
PubMed:
A sensitive high-performance liquid chromatographic procedure with fluorometric detection for the analysis of decarboxylated S-adenosylmethionine and analogs in urine samples.
PubMed:
Chemical modification of adenine and cytosine residues with chloroacetaldehyde at the nucleoside and the tRNA level: the structural effect of chloroacetaldehyde modification.
PubMed:
Reaction kinetics and cytosine adducts of chloroethylene oxide and chloroacetaldehyde: direct observation of intermediates by FTNMR and GC-MS.
PubMed:
Neutral reactions of haloacetaldehydes with polynucleotides: mechanisms, monomer and polymer products.
PubMed:
Detection of DNA base damage by 32P-postlabelling: TLC separation of 5'-deoxynucleoside monophosphates.
PubMed:
Repair of etheno DNA adducts by N-glycosylases.
PubMed:
Reaction of chloroacetaldehyde with poly(dA-dT) and poly(dC-dG) and its effect upon the accuracy of DNA synthesis.
PubMed:
Covalent binding of reactive intermediates to hemoglobin in the mouse as an approach to studying the metabolic pathways of 1,2-dichloroethane.
PubMed:
Metabolic activation of vinyl chloride, formation of nucleic acid adducts and relevance to carcinogenesis.
PubMed:
Investigations on metabolism, genotoxic effects and carcinogenicity of 2,2'-dichlorodiethylether.
PubMed:
Mutagenic and promutagenic properties of DNA adducts formed by vinyl chloride metabolites.
PubMed:
Evaluation of the mutagenicity of 1,N6-ethenoadenine- and 3,N4-ethenocytosine-nucleosides in Salmonella typhimurium.
PubMed:
Quantitation of etheno adducts by fluorescence detection.
PubMed:
The role of cyclic base adducts in vinyl-chloride-induced carcinogenesis: studies on nucleic acid alkylation in vivo.
PubMed:
High-pressure liquid chromatographic methods for determining arabinosyladenine-5'-monophosphate, arabinosyladenine, and arabinosylhypoxanthine in plasma and urine.
PubMed:
Mutagenicity and toxicity of chloroethylene oxide and chloroacetaldehyde.
PubMed:
Substrate specificity of human liver cytochrome P-450 debrisoquine 4-hydroxylase probed using immunochemical inhibition and chemical modeling.
PubMed:
[Metabolism of 1,2-dichloroethane in the human body in acute poisonings].
PubMed:
Fluorometric determination of adenine nucleotides and adenosine by ion-paired, reverse-phase, high-performance liquid chromatography.
PubMed:
An investigation of the role of microsomal oxidative metabolism in the in vivo genotoxicity of 1,2-dichloroethane.
PubMed:
Assessment of mutagenic efficiency of two carcinogen-modified nucleosides, 1,N6-ethenodeoxyadenosine and O4-methyldeoxythymidine, using polymerases of varying fidelity.
PubMed:
Metabolism of chloroethanes by rat liver nuclear cytochrome P-450.
PubMed:
Absorption and fluorescence studies of the binding of the recA gene product from E. coli to single-stranded and double-stranded DNA. Ionic strength dependence.
PubMed:
High-pressure liquid chromatographic-fluorometric detection of adenosine and adenine nucleotides: application to endogenous content and electrically induced release of adenyl purines in guinea pig vas deferens.
PubMed:
Binding of gene 32 protein from phage T4 and recA gene product from E. coli to fluorescent single-stranded polynucleotides.
PubMed:
Metabolism of genotoxic agents: halogenated compounds.
PubMed:
Dose-response relationships for mutations induced in E. coli by some model compounds. With an addendum: Reaction kinetics in water of chloroethylene oxide, chloroacetaldehyde, and chloroacetone.
PubMed:
Bacterial growth on 1,2-dichloroethane.
PubMed:
Sensitive and selective assay for adenosine using high-pressure liquid chromatography with fluorometry.
PubMed:
Evidence of chloroethylene oxide being the reactive metabolite of vinyl chloride towards DNA: comparative studies with 2,2'-dichlorodiethylether.
PubMed:
Long-range conformational transition in yeast tRNAPhe, induced by the Y-base removal and detected by chloroacetaldehyde modification.
PubMed:
3-aminopyridine 1,N6-ethenoadenine dinucleotide phosphate: a fluorescent reagent for NADP-requiring enzymes.
PubMed:
2-Chloroacetaldehyde: a metabolite of cyclophosphamide in the rat.
PubMed:
2-Chloroacetaldehyde, a metabolite of cyclophosphamide in the rat.
PubMed:
Hepatic microsomal metabolism of the dichloroethanes.
PubMed:
Binding of RecA protein to single-stranded nucleic acids: spectroscopic studies using fluorescent polynucleotides.
PubMed:
Direct observation of complexes formed between recA protein and a fluorescent single-stranded deoxyribonucleic acid derivative.
PubMed:
Chloroacetaldehyde-treated ribo- and deoxyribopolynucleotides. 1. Reaction products.
PubMed:
Chloroacetaldehyde-treated ribo- and deoxyribopolynucleotides. 2. Errors in transcription by different polymerases resulting from ethenocytosine and its hydrated intermediate.
PubMed:
Determination of chloroacetaldehyde in air by differential pulse polarography.
PubMed:
Adenosine measurement by a rapid HPLC-fluorometric method: induced changes of adenosine content in regions of rat brain.
PubMed:
The 1,2-dichloroethylenes: their metabolism by hepatic cytochrome p-450 in vitro.
PubMed:
The nucleotide sequence of tRNA4Val of Drosophila melanogaster. Chloroacetaldehyde modification as an aid to RNA sequencing.
PubMed:
Detection of N2,3-ethanoguanine in DNA after treatment with chloroacetaldehyde in vitro.
PubMed:
Fluorescence modification of Escherichia coli 5S RNA.
PubMed:
The reaction of adenine and cytosine residues in tRNA with chloroacetaldehyde.
PubMed:
Metabolism of a DDT metabolite via a chloroepoxide.
PubMed:
Studies on the miscoding properties of 1,N6-ethenoadenine and 3,N4-ethenocytosine, DNA reaction products of vinyl chloride metabolites, during in vitro DNA synthesis.
PubMed:
The induction of errors during in vitro DNA synthesis following chloroacetaldehyde-treatment of poly(dA-dT) and poly(dC-dG) templates.
PubMed:
A simple fluorometric method for cAMP: application to studies of brain adenylate cyclase activity.
PubMed:
Detection of mutagen-induced lesions in isolated DNA by marker rescue of Bacillus subtilis phage phi 105.
PubMed:
The reactions of thiouridines and thiouracils with chloroacetaldehyde; mechanistic considerations.
PubMed:
Carcinogenicity of chloroethylene oxide, an ultimate reactive metabolite of vinyl chloride, and bis(chloromethyl)ether after subcutaneous administration and in initiation-promotion experiments in mice.
PubMed:
Carcinogenicity of halogenated olefinic and aliphatic hydrocarbons in mice.
PubMed:
Activation of vinyl chloride to covalently bound metabolites: roles of 2-chloroethylene oxide and 2-chloroacetaldehyde.
PubMed:
Identification of S-(carboxymethyl)-L-cysteine and thiodiglycolic acid, urinary metabolites of 2,2'-bis-(chloroethyl)-ether in the rat.
PubMed:
Exposure of DNA bases induced by the interaction of DNA and calf thymus DNA helix-destabilizing protein.
PubMed:
Interactions of vinyl chloride with rat-liver DNA in vivo.
PubMed:
Osmium-labeled polynucleotides: reaction of osmium tetraoxide, with poly-1,N6-ethenoadenylic acid.
PubMed:
New observations concerning the chloroacetaldehyde reaction with some tRNA constituents. Stable intermediates, kinetics and selectivity of the reaction.
PubMed:
Mutagenicity of halogenated alkanes and their derivatives.
PubMed:
A correlation between the secondary structure of DNA and the reactivity of adenine residues with chloroacetaldehyde.
PubMed:
[Mechanism of the reaction of adenosine-5'-phosphate with chloroacetaldehyde].
PubMed:
Induction of gene mutations and gene conversions by vinyl chloride metabolites in yeast.
PubMed:
Location of accessible bases in Escherichia coli formylmethionine transfer RNA as determined by chemical modification.
PubMed:
Mutagenicity and metabolism of vinyl chloride and related compounds.
PubMed:
Vinyl chloride mutagenicity via the metabolites chlorooxirane and chloroacetaldehyde monomer hydrate.
PubMed:
The mutagenicity of chloroethylene oxide, chloroacetaldehyde, 2-chloroethanol and chloroacetic acid, conceivable metabolites of vinyl chloride.
PubMed:
Microsomal metabolism of triazenylimidazoles.
PubMed:
Mutation induction in Chinese hamster V79 cells by two vinyl chloride metabolites, chloroethylene oxide and 2-chloroacetaldehyde.
PubMed:
Mutagenicity of chloroacetaldehyde, a possible metabolic product of 1,2-dichloroethane (ethylene dichloride), chloroethanol (ethylene chlorohydrin), vinyl chloride, and cyclophosphamide.
PubMed:
Mutagenicity of vinyl chloride, chloroethyleneoxide, chloroacetaldehyde and chloroethanol.
PubMed:
Human, rat and mouse liver-mediated mutagenicity of vinyl chloride in S. typhimurium strains.
PubMed:
Mechanistic, inhibitory and stereochemical studies on cytoplasmic and mitochondrial serine transhydorxymethylases.
PubMed:
Chloroacetaldehyde-modified dinucleoside phosphates. Dynamic fluorescence quenching and quenching due to intramolecular complexation.
PubMed:
Effect of chemically modified 70S RNA from avian myeloblastosis virus (AMV) upon the activity of AMV DNA polymerase.
PubMed:
Electron spin resonance studies with dioldehydrase. II. The hyperfine structure of proposed radical intermediates derived from isotopic substitution in 2-chloroacetaldehyde.
PubMed:
A simple fluorimetric microassay for adenine compounds in platelets and plasma and its application to studies on the platelet release reaction.
PubMed:
Flavin 1, N 6 -ethenoadenine dinucleotide: dynamic and static quenching of fluorescence.
PubMed:
Physical studies of chloroacetaldehyde labelled fluorescent DNA.
PubMed:
A fluorescent analog of nicotinamide adenine dinucleotide.
PubMed:
Studies on the mechanism of action of coenzyme B 12 . The formation of 5'-deoxyadenosine and B 12(r) in the reaction of dioldehydrase with chloroacetaldehyde.
PubMed:
Toxicity profile of chloroacetaldehyde.
PubMed:
[Chemical resistance of certain materials in media containing chloroacetaldehyde, trichloroethane, hydrochloric acid, and chloroacetic acid].