1119-72-8 | Cis,cis-muconic acid

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$29.00	$20.00
1g	95%	in stock	$44.00	$31.00
5g	95%	in stock	$139.00	$97.00
10g	95%	in stock	$227.00	$159.00
25g	95%	in stock	$511.00	$358.00

Description

• Catalog Number: AB45747
• Chemical Name: Cis,cis-muconic acid
• CAS Number: 1119-72-8
• Molecular Formula: C6H6O4
• Molecular Weight: 142.1094
• MDL Number: MFCD00085266
• SMILES: OC(=O)C=CC=CC(=O)O

Computed Properties

• Complexity: 168
• Covalently-Bonded Unit Count: 1
• Defined Bond Stereocenter Count: 2
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 3
• XLogP3: 0.2

Literature

• Urinary trans, trans-muconic acid and S-phenylmercapturic acid are indicative of exposure to urban benzene pollution during childhood.

  The Science of the total environment 20121001

• Low occupational exposure to benzene in a petrochemical plant: modulating effect of genetic polymorphisms and smoking habit on the urinary t,t-MA/SPMA ratio.

  Toxicology letters 20120813

• Influence of glutathione S-transferases polymorphisms on biological monitoring of exposure to low doses of benzene.

  Toxicology letters 20120813

• Molecularly imprinted solid-phase extraction and high-performance liquid chromatography with ultraviolet detection for the determination of urinary trans,trans-muconic acid: a comparison with ionic exchange extraction.

  The Analyst 20120521

• Assessment of occupational exposure to benzene, toluene and xylenes in urban and rural female workers.

  Chemosphere 20120501

• Environmental and biological monitoring of benzene in traffic policemen, police drivers and rural outdoor male workers.

  Journal of environmental monitoring : JEM 20120501

• Evaluation of exposure biomarkers in offshore workers exposed to low benzene and toluene concentrations.

  International archives of occupational and environmental health 20120401

• Exposure to indoor air pollutants (polycyclic aromatic hydrocarbons, toluene, benzene) in Mexican indigenous women.

  Indoor air 20120401

• Occupational exposure to benzene and chromosomal structural aberrations in the sperm of Chinese men.

  Environmental health perspectives 20120201

• pH-stat fed-batch process to enhance the production of cis, cis-muconate from benzoate by Pseudomonas putida KT2440-JD1.

  Biotechnology progress 20120101

• Association between environmental exposure to benzene and oxidative damage to nucleic acids in children.

  La Medicina del lavoro 20120101

• Biological monitoring of low-level exposure to benzene.

  La Medicina del lavoro 20120101

• Generation of a catR deficient mutant of P. putida KT2440 that produces cis, cis-muconate from benzoate at high rate and yield.

  Journal of biotechnology 20111210

• Biomarkers of internal dose for the assessment of environmental exposure to benzene.

  Journal of environmental monitoring : JEM 20111001

• Trans, trans-muconic acid as a biomarker of occupational exposure to high-level benzene in China.

  Journal of occupational and environmental medicine 20111001

• Selective hydrogenation of trans,trans-muconic acid to adipic acid over a titania-supported rhenium catalyst.

  ChemSusChem 20110822

• A catabolic pathway for the degradation of chrysene by Pseudoxanthomonas sp. PNK-04.

  FEMS microbiology letters 20110701

• Determination of genetic damage and urinary metabolites in fuel filling station attendants.

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• Changes in oxidative stress biomarker and gene expression levels in workers exposed to volatile organic compounds.

  Industrial health 20110101

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  Giornale italiano di medicina del lavoro ed ergonomia 20110101

• Genotoxic monitoring and benzene exposure assessment of gasoline station workers in metropolitan Bangkok: sister chromatid exchange (SCE) and urinary trans, trans-muconic acid (t,t-MA).

  Asian Pacific journal of cancer prevention : APJCP 20110101

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  Giornale italiano di medicina del lavoro ed ergonomia 20110101

• Full-length structures of BenM and two variants reveal different oligomerization schemes for LysR-type transcriptional regulators.

  Journal of molecular biology 20101210

• Benzene exposure in childhood: Role of living environments and assessment of available tools.

  Environment international 20101001

• Role of cis-cis muconic acid in the catalysis of Pseudomonas putida chlorocatechol 1,2-dioxygenase.

  International journal of biological macromolecules 20100801

• Benzene exposure near the U.S. permissible limit is associated with sperm aneuploidy.

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• Fire fighting trainers' exposure to carcinogenic agents in smoke diving simulators.

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• Correlation between environmental and biological monitoring of exposure to benzene in petrochemical industry operators.

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• In vivo CYP2E1 phenotyping as a new potential biomarker of occupational and experimental exposure to benzene.

  Toxicology letters 20100115

• A non-fluorescent derivative from derivatizing trans, trans-muconic acid with 2-(2-naphthoxy)ethyl-2-(piperidino)ethanesulfonate.

  Journal of fluorescence 20100101

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• Catalytic properties of catechol 1,2-dioxygenase from Acinetobacter radioresistens S13 immobilized on nanosponges.

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• Evaluation of urinary biomarkers of exposure to benzene: correlation with blood benzene and influence of confounding factors.

  International archives of occupational and environmental health 20090801

• Determination of urinary trans, trans-muconic acid reference values in general Tunisian population.

  Annales de biologie clinique 20090101

• Isolation and partial characterization of catechol 1,2-dioxygenase of phenol degrading yeast Candida tropicalis.

  Neuro endocrinology letters 20090101

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  Wei sheng yan jiu = Journal of hygiene research 20081101

• Biological monitoring of low benzene exposure in Italian traffic policemen.

  Toxicology letters 20080901

• Reference values of urinary trans,trans-muconic acid: Italian Multicentric Study.

  Archives of environmental contamination and toxicology 20080801

• Redetermination of trans-beta-hydromuconic acid.

  Acta crystallographica. Section C, Crystal structure communications 20080801

• Association between GST genetic polymorphism and dose-related production of urinary benzene metabolite markers, trans, trans-muconic acid and S-phenylmercapturic acid.

  Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20080601

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  Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases 20080601

• Validation of an HPLC/MS/MS method with isotopic dilution for quantitative determination of trans,trans-muconic acid in urine samples of workers exposed to low benzene concentrations.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080501

• Oxidative DNA damage and influence of genetic polymorphisms among urban and rural schoolchildren exposed to benzene.

  Chemico-biological interactions 20080415

• Inhalant abuse detection and evaluation in young Tunisians.

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• High background levels of urinary benzene metabolites found in a volunteer study.

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• Study of factors which negatively affect expression of the phenol degradation operon pheBA in Pseudomonas putida.

  Microbiology (Reading, England) 20070601

• Comparison of benzene exposure in drivers and petrol stations workers by urinary trans,trans-muconic acid in west of Iran.

  Industrial health 20070601

• Occupational benzene exposure from vehicular sources in India and its effect on hematology, lymphocyte subsets and platelet P-selectin expression.

  Toxicology and industrial health 20070401

• Distinct effector-binding sites enable synergistic transcriptional activation by BenM, a LysR-type regulator.

  Journal of molecular biology 20070330

• Homogeneous iron-catalyzed photochemical degradation of muconic acid in water.

  Water research 20070301

• Benzoate and salicylate degradation by Halomonas campisalis, an alkaliphilic and moderately halophilic microorganism.

  Water research 20070301

• Spectroscopic and electronic structure study of the enzyme-substrate complex of intradiol dioxygenases: substrate activation by a high-spin ferric non-heme iron site.

  Journal of the American Chemical Society 20070221

• Assessment of potential cancer risk in children exposed to urban air pollution in Bangkok, Thailand.

  Toxicology letters 20070205

• A correlative study on red blood cell parameters and urine trans, trans-muconic acid in subjects with occupational benzene exposure.

  Toxicologic pathology 20070201

• A battery of DNA effect biomarkers to evaluate environmental exposure of Flemish adolescents.

  Journal of applied toxicology : JAT 20070101

• [Isotopic dilution HPLC/MS/MS urinary trans, trans-muconic quantitative analysis among refinery workers].

  Giornale italiano di medicina del lavoro ed ergonomia 20070101

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  Giornale italiano di medicina del lavoro ed ergonomia 20070101

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  Giornale italiano di medicina del lavoro ed ergonomia 20070101

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  Giornale italiano di medicina del lavoro ed ergonomia 20070101

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  Giornale italiano di medicina del lavoro ed ergonomia 20070101

• Kinetics of the ozonation of muconic acid in water.

  Journal of hazardous materials 20061201

• Environmental and biological monitoring of benzene exposure in a cohort of Italian taxi drivers.

  Toxicology letters 20061201

• Structure and function of the 3-carboxy-cis,cis-muconate lactonizing enzyme from the protocatechuate degradative pathway of Agrobacterium radiobacter S2.

  The FEBS journal 20061101

• Modeling human metabolism of benzene following occupational and environmental exposures.

  Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20061101

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• The key role of chlorocatechol 1,2-dioxygenase in phytoremoval and degradation of catechol by transgenic Arabidopsis.

  Plant physiology 20061001

• High-performance liquid chromatographic determination of urinary trans, trans-muconic acid excreted by workers occupationally exposed to benzene.

  Biomedical and environmental sciences : BES 20060801

• High-performance liquid chromatography method for urinary trans,trans-muconic acid. Application to environmental exposure to benzene.

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  Se pu = Chinese journal of chromatography 20060501

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  Toxicology letters 20060410

• Using urinary biomarkers to elucidate dose-related patterns of human benzene metabolism.

  Carcinogenesis 20060401

• Evaluation of urinary 1-hydroxypyrene, S-phenylmercapturic acid, trans,trans-muconic acid, 3-methyladenine, 3-ethyladenine, 8-hydroxy-2'-deoxyguanosine and thioethers as biomarkers of exposure to cigarette smoke.

  Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals 20060101

• Classification of risk occupation for benzene exposure by urine trans, trans-munconic acid level.

  Asian Pacific journal of cancer prevention : APJCP 20060101

• Specific immune responses in workers exposed to benzene.

  International immunopharmacology 20050901

• Monitoring low benzene exposure: comparative evaluation of urinary biomarkers, influence of cigarette smoking, and genetic polymorphisms.

  Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20050901

• Measurement of genotoxic air pollutant exposures in street vendors and school children in and near Bangkok.

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  Respiratory medicine 20050601

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  Chemico-biological interactions 20050530

• High-pressure liquid chromatographic-mass spectrometric determination of sorbic acid in urine: verification of formation of trans,trans-muconic acid.

  Chemico-biological interactions 20050530

• Biomarkers of exposure and effect in Bulgarian petrochemical workers exposed to benzene.

  Chemico-biological interactions 20050530

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  Chemico-biological interactions 20050530

• Effects of air pollutants on childhood asthma.

  Yonsei medical journal 20050430

• A sensitive liquid chromatographic method for the spectrophotometric determination of urinary trans,trans-muconic acid.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20050425

• DNA damage in lymphocytes of benzene exposed workers correlates with trans,trans-muconic acids and breath benzene levels.

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  Journal of UOEH 20050301

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  Giornale italiano di medicina del lavoro ed ergonomia 20050101

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  Giornale italiano di medicina del lavoro ed ergonomia 20050101

• Biological monitoring among benzene-exposed workers in Bangalore city, India.

  Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals 20050101

• Sample preparation followed by high performance liquid chromatographic (HPLC) analysis for monitoring muconic acid as a biomarker of occupational exposure to benzene.

  International journal of occupational safety and ergonomics : JOSE 20050101

• Benzene exposure assessed by metabolite excretion in Estonian oil shale mineworkers: influence of glutathione s-transferase polymorphisms.

  Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20041101

• Simultaneous determination of trans, transmuconic acid and s-phenylmercapturic acid by high pressure liquid chromatography and its application.

  The Southeast Asian journal of tropical medicine and public health 20040901

• Crystal structure and catecholase-like activity of a mononuclear complex [Cu(EDTB)]2+ (EDTB=N,N,N',N'-tetrakis(2'-benzimidazolyl methyl)-1,2-ethanediamine).

  Journal of inorganic biochemistry 20040801

• Proteomic analysis of plasma proteins of workers exposed to benzene.

  Mutation research 20040314

• A note on myeloperoxidation index and its correlation to the biomarker, urine trans, trans-muconic acid level, in the subjects occupationally exposed to benzene.

  Leukemia 20040201

• Crystallization of the effector-binding domains of BenM and CatM, LysR-type transcriptional regulators from Acinetobacter sp. ADP1.

  Acta crystallographica. Section D, Biological crystallography 20040101

• The urine trans, trans muconic acid biomarker and platelet count in a sample of subjects with benzene exposure.

  Clinical and applied thrombosis/hemostasis : official journal of the International Academy of Clinical and Applied Thrombosis/Hemostasis 20040101

• Simultaneous determination of t,t-muconic, S-phenylmercapturic and S-benzylmercapturic acids in urine by a rapid and sensitive liquid chromatography/electrospray tandem mass spectrometry method.

  Rapid communications in mass spectrometry : RCM 20040101

• An electrospray ionization tandem mass spectrometry based system with an online dual-loop cleanup device for simultaneous quantitation of urinary benzene exposure biomarkers trans,trans-muconic acid and S-phenylmercapturic acid.

  Rapid communications in mass spectrometry : RCM 20040101

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  FEMS microbiology letters 20030715

• trans,trans-Muconic acid excretion in relation to environmental exposure to benzene.

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  Toxicology 20030630

• Environmental benzene exposure assessment for parent-child pairs in Rouen, France.

  The Science of the total environment 20030601

• Bimetallic nanocatalysts for the conversion of muconic acid to adipic acid.

  Chemical communications (Cambridge, England) 20030521

• Lack of correlation between environmental or biological indicators of benzene exposure at parts per billion levels and micronuclei induction.

  Environmental research 20030301

• A note on urinary trans,trans-muconic acid level among Thai press workers.

  Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals 20030101

• Urinary 1-hydroxypyrene and t,t-muconic acid as biomarkers of exposure to environmental pollutants in two areas in Italy (EPIC-Florence and Ragusa).

  Tumori 20030101

• A note on urine trans, trans muconic acid level among a sample of Thai police: implication for an occupational health issue.

  The Yale journal of biology and medicine 20030101

• Effect of sorbic acid administration on urinary trans,trans-muconic acid excretion in rats exposed to low levels of benzene.

  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20021201

• Benzene exposure monitoring of Tunisian workers.

  Journal of occupational and environmental medicine 20021201

• High urine ttMA levels among fishermen from a Thai rural village.

  The Southeast Asian journal of tropical medicine and public health 20021201

• Tobacco-smoke exposure indicators and urinary mutagenicity.

  Mutation research 20021126

• Urine trans,trans-muconic acid levels in residents of a business area of Bangkok, Thailand.

  Clinical chemistry and laboratory medicine 20021101

• Personal exposure to different levels of benzene and its relationships to the urinary metabolites S-phenylmercapturic acid and trans,trans-muconic acid.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20021005

• Metabolism of dichloromethylcatechols as central intermediates in the degradation of dichlorotoluenes by Ralstonia sp. strain PS12.

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  Annali di chimica 20020901

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• Benzene-free synthesis of adipic acid.

  Biotechnology progress 20020101

• Lack of sensitivity of urinary trans,trans-muconic acid in determining low-level (ppb) benzene exposure in children.

  Archives of environmental health 20020101

• Metabolic polymorphisms and urinary biomarkers in subjects with low benzene exposure.

  Journal of toxicology and environmental health. Part A 20011221

• Urine trans,trans-muconic acid as a biomarker for benzene exposure in gas station attendants in Bangkok, Thailand.

  Annals of clinical and laboratory science 20011001

• Assessment of trans, trans-muconic acid in human seminal plasma.

  Andrologia 20010901

• Failure of urinary trans,trans-muconic acid as a biomarker for indoor environmental benzene exposure at PPB levels.

  Journal of toxicology and environmental health. Part A 20010824

• Direct analysis of urinary trans,trans-muconic acid by coupled column liquid chromatography and spectrophotometric ultraviolet detection: method applicability to human urine.

  Journal of chromatography. B, Biomedical sciences and applications 20010715

• Feasibility of urinary trans, trans-muconic acid determination using high performance liquid chromatography for biological monitoring of benzene exposure.

  Journal of the Medical Association of Thailand = Chotmaihet thangphaet 20010601

• Evaluation of benzene exposure in children living in Campania (Italy) by urinary trans,trans-muconic acid assay.

  Journal of toxicology and environmental health. Part A 20010525

• Effects of low frequency electromagnetic fields on expression of lymphocyte subsets and production of cytokines of men and women employed in a museum.

  The Science of the total environment 20010410

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