Chloroacetic acid (BioDeep_00000006319)
Secondary id: BioDeep_00001867630
human metabolite Endogenous Volatile Flavor Compounds
代谢物信息卡片
Monochloracetic acidacide monochloracetique
化学式: C2H3ClO2 (93.9821568)
中文名称: 氯乙酸
谱图信息:
最多检出来源 Macaca mulatta(otcml) 0.66%
分子结构信息
SMILES: C(C(=O)O)Cl
InChI: InChI=1S/C2H3ClO2/c3-1-2(4)5/h1H2,(H,4,5)
描述信息
Prohibited from use in food Chloroacetic acid is the chemical compound with the formula ClCH2CO2H. This carboxylic acid is a useful building block in organic synthesis. Like other chloroacetic acids and related halocarbons, it is a potentially dangerous alkylating agent
同义名列表
59 个代谢物同义名
Monochloracetic acidacide monochloracetique; Chloroacetic acid, potassium (2:1) salt; Chloroacetic acid, ammonium (2:1) salt; Chloroacetic acid, calcium (3:1) salt; Chloroacetic acid, sodium (5:2) salt; Chloroacetic acid, sodium (2:1) salt; Chloroacetic acid, potassium salt; Chloroacetic acid, aluminum salt; Chloroacetic acid, ammonium salt; Chloroacetic acid (80\\% or less); Chloroacetic acid, calcium salt; Chloroacetic acid, sodium salt; Chloroacetic acid, silver salt; Chloroacetic acid, solid (dot); Chloroacetic acid crystalline; Chloroacetic acid, molten; Chloroacetic acid, liquid; Chloroacetic acid, solid; alpha-Chloro-acetic acid; Acide monochloracetique; Monochloroethanoic acid; alpha-Chloroacetic acid; 2-chloro-ethanoic acid; Chloroacetic acid, acs; Monochloroacetic acid; Acidomonocloroacetico; Monochloressigsaeure; Α-chloro-acetic acid; a-Chloro-acetic acid; Monochloracetic acid; Acide chloroacetique; 2-chloro-acetic acid; Sodium chloroacetate; alpha-Chloro-acetate; Monochloorazijnzuur; Acide chloracetique; Monochloroethanoate; Chloroethanoic acid; 2-Chloroacetic acid; Chloro-acetic acid; 2-Chloro-ethanoate; Monochloroacetate; Chloroacetic-acid; chloroacetic acid; a-Chloro-acetate; Α-chloro-acetate; Chloracetic acid; 2-Chloro-acetate; Chloroethanoate; 2-Chloroacetate; Chloroacetate; Chloroacetic; Acetocaustin; Chloracetate; Sjphlqdiktp@; CH2ClCOOH; MCA; CAA; Chloroacetic acid
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:27869
- KEGG: C06755
- KEGGdrug: D07677
- PubChem: 300
- HMDB: HMDB0031331
- Metlin: METLIN66523
- ChEMBL: CHEMBL14090
- Wikipedia: Chloroacetic acid
- MetaCyc: CHLOROACETIC-ACID
- foodb: FDB003394
- chemspider: 10772140
- CAS: 79-11-8
- PMhub: MS000019343
- PubChem: 8976
- LipidMAPS: LMFA01090068
- PDB-CCD: R3W
- NIKKAJI: J2.409K
- KNApSAcK: 27869
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
1 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Théo Ciccia, Pascal Pandard, Philippe Ciffroy, Nastassia Urien, Léo Lafay, Anne Bado-Nilles. Sub-lethal toxicity of five disinfection by-products on microalgae determined by flow cytometry - Lines of evidence for adverse outcome pathways.
Ecotoxicology and environmental safety.
2023 Nov; 266(?):115582. doi:
10.1016/j.ecoenv.2023.115582. [PMID: 37862747] - Jing Ye, Jiawei Ni, Fuxiang Tian, Xiyan Ji, Meifang Hou, Yuanting Li, Lei Yang, Runxiang Wang, Wenwu Xu, Liang Meng. Toxicity effects of disinfection byproduct chloroacetic acid to Microcystis aeruginosa: Cytotoxicity and mechanisms.
Journal of environmental sciences (China).
2023 Jul; 129(?):229-239. doi:
10.1016/j.jes.2022.09.023. [PMID: 36804238] - Bassam Lajin, Walter Goessler. Simultaneous Determination of Chlorinated and Brominated Acetic Acids in Various Environmental Water Matrixes by High-Performance Liquid Chromatography-Inductively Coupled Plasma Tandem Mass Spectrometry without Sample Preparation.
Analytical chemistry.
2020 07; 92(13):9156-9163. doi:
10.1021/acs.analchem.0c01456. [PMID: 32545952] - Yiming Tao, Tingting Liu, Xiangdong Jian. Skin burns from monochloroacetic acid leak in a chemical plant: a case report.
Arhiv za higijenu rada i toksikologiju.
2020 Jun; 71(2):158-162. doi:
10.2478/aiht-2020-71-3401. [PMID: 32975103] - Ting Wang, Dandan Xu, Qiming Fan, Weifeng Rong, Jiewei Zheng, Chen Gao, Guoliang Li, Ni Zeng, Tao Guo, Lihai Zeng, Fei Wang, Chen Xiao, Li Cai, Shangqing Tang, Xinlei Deng, Xiao Yin, Manqi Huang, Fengrong Lu, Qiansheng Hu, Wen Chen, Zhenlie Huang, Qing Wang. 1,2-Dichloroethane impairs glucose and lipid homeostasis in the livers of NIH Swiss mice.
Toxicology.
2017 04; 380(?):38-49. doi:
10.1016/j.tox.2017.02.005. [PMID: 28189721] - Yu Hu, Li Tan, Shao-Hui Zhang, Yu-Ting Zuo, Xue Han, Na Liu, Wen-Qing Lu, Ai-Lin Liu. Detection of genotoxic effects of drinking water disinfection by-products using Vicia faba bioassay.
Environmental science and pollution research international.
2017 Jan; 24(2):1509-1517. doi:
10.1007/s11356-016-7873-9. [PMID: 27785718] - X D Liu, W Zhao, X F Pan, H F Yan. [Determination of thiodiglycolic acid in urine by ion chromatography with solidphase extraction].
Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases.
2016 Apr; 34(4):297-9. doi:
10.3760/cma.j.issn.1001-9391.2016.04.017. [PMID: 27514269] - Tien-Hui Lu, Chin-Chuan Su, Feng-Cheng Tang, Chun-Hung Chen, Cheng-Chieh Yen, Kai-Min Fang, kuan-I Lee, Dong-Zong Hung, Ya-Wen Chen. Chloroacetic acid triggers apoptosis in neuronal cells via a reactive oxygen species-induced endoplasmic reticulum stress signaling pathway.
Chemico-biological interactions.
2015 Jan; 225(?):1-12. doi:
10.1016/j.cbi.2014.10.022. [PMID: 25451595] - O M Zhurba, A N Alekseenko. [To the question of the optimization of methods for detection of vinyl chloride and 1,2-dichloroethane, and their metabolites in biological fluids in workers involved in production of polyvinyl chloride].
Gigiena i sanitariia.
2014 Sep; ?(5):116-20. doi:
. [PMID: 25831943] - Zhaoshun Jiang, Cong Sun, Zhaohui Yin, Fang Zhou, Linfu Ge, Ximin Liu, Fansheng Kong. Comparison of two kinds of nanomedicine for targeted gene therapy: premodified or postmodified gene delivery systems.
International journal of nanomedicine.
2012; 7(?):2019-31. doi:
10.2147/ijn.s30928. [PMID: 22619539] - Expedito K A Camboim, Michelle Z Tadra-Sfeir, Emanuel M de Souza, Fabio de O Pedrosa, Paulo P Andrade, Chris S McSweeney, Franklin Riet-Correa, Marcia A Melo. Defluorination of sodium fluoroacetate by bacteria from soil and plants in Brazil.
TheScientificWorldJournal.
2012; 2012(?):149893. doi:
10.1100/2012/149893. [PMID: 22619595] - Dora Catré, Maria Francelina Lopes, Celeste Bento, António Silvério Cabrita. Protective perioperative strategy using a third generation hydroxyethyl starch during surgery in a murine model of liver reperfusion injury.
Acta cirurgica brasileira.
2011 Dec; 26(6):456-62. doi:
10.1590/s0102-86502011000600009. [PMID: 22042108] - Josirley de F C Carvalho, Pippa J Madgwick, Stephen J Powers, Alfred J Keys, Peter J Lea, Martin A J Parry. An engineered pathway for glyoxylate metabolism in tobacco plants aimed to avoid the release of ammonia in photorespiration.
BMC biotechnology.
2011 Nov; 11(?):111. doi:
10.1186/1472-6750-11-111. [PMID: 22104170] - Vinoy K Ramachandran, Alison K East, Ramakrishnan Karunakaran, J Allan Downie, Philip S Poole. Adaptation of Rhizobium leguminosarum to pea, alfalfa and sugar beet rhizospheres investigated by comparative transcriptomics.
Genome biology.
2011 Oct; 12(10):R106. doi:
10.1186/gb-2011-12-10-r106. [PMID: 22018401] - E Babu, S Ramachandran, V CoothanKandaswamy, S Elangovan, P D Prasad, V Ganapathy, M Thangaraju. Role of SLC5A8, a plasma membrane transporter and a tumor suppressor, in the antitumor activity of dichloroacetate.
Oncogene.
2011 Sep; 30(38):4026-37. doi:
10.1038/onc.2011.113. [PMID: 21499304] - Kerri Cooper-Bailey, Stephen A Smith, Kurt Zimmerman, Rosalie Lane, Rose E Raskin, Dale DeNardo. Hematology, leukocyte cytochemical analysis, plasma biochemistry, and plasma electrophoresis of wild-caught and captive-bred Gila monsters (Heloderma suspectum).
Veterinary clinical pathology.
2011 Sep; 40(3):316-23. doi:
10.1111/j.1939-165x.2011.00337.x. [PMID: 21827515] - Marie Pribylova, Marcela Dvorakova, Veronika Hanusova, Ingrid Nemethova, Lenka Skalova, Tomas Vanek. Paclitaxel conjugation with the analog of the gonadotropin-releasing hormone as a targeting moiety.
International journal of pharmaceutics.
2011 Aug; 415(1-2):175-80. doi:
10.1016/j.ijpharm.2011.05.072. [PMID: 21669266] - Katarina Björses, Lars Faxälv, Carl Montan, Katarina Wildt-Persson, Peter Fyhr, Jan Holst, Tomas L Lindahl. In vitro and in vivo evaluation of chemically modified degradable starch microspheres for topical haemostasis.
Acta biomaterialia.
2011 Jun; 7(6):2558-65. doi:
10.1016/j.actbio.2011.03.003. [PMID: 21382526] - Muthuvel Arumugam, Richard Ahrens, Heather Osterfeld, Leah C Kottyan, Xun Shang, John A Maclennan, Nives Zimmermann, Yi Zheng, Fred D Finkelman, Simon P Hogan. Increased susceptibility of 129SvEvBrd mice to IgE-Mast cell mediated anaphylaxis.
BMC immunology.
2011 Feb; 12(?):14. doi:
10.1186/1471-2172-12-14. [PMID: 21291538] - Peter W Stacpoole. The dichloroacetate dilemma: environmental hazard versus therapeutic goldmine--both or neither?.
Environmental health perspectives.
2011 Feb; 119(2):155-8. doi:
10.1289/ehp.1002554. [PMID: 20920954] - Xin-Wen Peng, Jun-Li Ren, Lin-Xin Zhong, Xue-Fei Cao, Run-Cang Sun. Microwave-induced synthesis of carboxymethyl hemicelluloses and their rheological properties.
Journal of agricultural and food chemistry.
2011 Jan; 59(2):570-6. doi:
10.1021/jf1036239. [PMID: 21166416] - Vicente Zanon-Moreno, Lucia Ciancotti-Olivares, Jeronimo Asencio, Pedro Sanz, Carolina Ortega-Azorin, Maria D Pinazo-Duran, Dolores Corella. Association between a SLC23A2 gene variation, plasma vitamin C levels, and risk of glaucoma in a Mediterranean population.
Molecular vision.
2011; 17(?):2997-3004. doi:
. [PMID: 22171153] - Hosein Bidgoli, Akram Zamani, Mohammad J Taherzadeh. Effect of carboxymethylation conditions on the water-binding capacity of chitosan-based superabsorbents.
Carbohydrate research.
2010 Dec; 345(18):2683-9. doi:
10.1016/j.carres.2010.09.024. [PMID: 20971451] - Tsai-Hsiu Yang, Mei-Fen Shih, Yi-Szu Wen, Wen-Yueh Ho, Kuen-Lin Leu, Mei-Ying Wang, Chia-Chyuan Liu. Attenuation of circulatory shock and cerebral ischemia injury in heat stroke by combination treatment with dexamethasone and hydroxyethyl starch.
Experimental & translational stroke medicine.
2010 Oct; 2(1):19. doi:
10.1186/2040-7378-2-19. [PMID: 20937119] - Jian Zhou, Ya-Nan Li, Yong-Ping Song, Xu-Dong Wei, Kun-Yuan Guo, Yuan-Bin Wu. [Establishment of an erythroleukemia model in CB6F1 mice by transplant with haploidentical mouse leukemic cell line FBL-3].
Zhongguo shi yan xue ye xue za zhi.
2010 Oct; 18(5):1128-31. doi:
. [PMID: 21129245] - Liang Xu, Li-Yan Gu, Yan-Yun Yang, Bing Wang, Ting-Guo Kang. {2-[2-(Carb-oxy-meth-oxy)-phen-oxy]acetato}[2,2'-(o-phenyl-enedi-oxy)diacetic acid]sodium 4,4'-bipyridine hemisolvate monohydrate.
Acta crystallographica. Section E, Structure reports online.
2010 Jul; 66(Pt 8):m867. doi:
10.1107/s1600536810024797. [PMID: 21588116] - Dinesh Talwar, Alex McConnachie, Paul Welsh, Mark Upton, Denis O'Reilly, George Davey Smith, Graham Watt, Naveed Sattar. Which circulating antioxidant vitamins are confounded by socioeconomic deprivation? The MIDSPAN family study.
PloS one.
2010 Jun; 5(6):e11312. doi:
10.1371/journal.pone.0011312. [PMID: 20593021] - Elizabeth I Hamelin, Douglas B Mawhinney, Ritchard Parry, Robert J Kobelski. Quantification of monofluoroacetate and monochloroacetate in human urine by isotope dilution liquid chromatography tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2010 May; 878(15-16):1045-50. doi:
10.1016/j.jchromb.2010.03.008. [PMID: 20356806] - Mariano Walter Pertino, Cristina Theoduloz, Jaime A Rodríguez, Tania Yáñez, Viviana Lazo, Guillermo Schmeda-Hirschmann. Gastroprotective effect of carnosic acid gamma-lactone derivatives.
Journal of natural products.
2010 Apr; 73(4):639-43. doi:
10.1021/np900822x. [PMID: 20359186] - Patrick De Koninck, Denis Archambault, Francine Hamel, Fathey Sarhan, Mircea Alexandru Mateescu. Carboxymethyl-starch excipients for gastrointestinal stable oral protein formulations containing protease inhibitors.
Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques.
2010; 13(1):78-92. doi:
10.18433/j3b01f. [PMID: 20456833] - Udita Dewan, Niraj Kumari, Awadesh Jaiswal, Sanjay Behari, Manoj Jain. Extramedullary hemopoiesis with undiagnosed, early myelofibrosis causing spastic compressive myelopathy: Case report and review.
Indian journal of orthopaedics.
2010 Jan; 44(1):98-103. doi:
10.4103/0019-5413.57281. [PMID: 20165685] - Jie-Chung Lou, Ting-Wei Chang, Chien-Er Huang. Effective removal of disinfection by-products and assimilable organic carbon: an advanced water treatment system.
Journal of hazardous materials.
2009 Dec; 172(2-3):1365-71. doi:
10.1016/j.jhazmat.2009.07.151. [PMID: 19744776] - Yoichiro Uchida, Maria Cecilia S Freitas, Danyun Zhao, Ronald W Busuttil, Jerzy W Kupiec-Weglinski. The inhibition of neutrophil elastase ameliorates mouse liver damage due to ischemia and reperfusion.
Liver transplantation : official publication of the American Association for the Study of Liver Diseases and the International Liver Transplantation Society.
2009 Aug; 15(8):939-47. doi:
10.1002/lt.21770. [PMID: 19642132] - Gilda L Mena-Benitez, Fernando Gandia-Herrero, Stuart Graham, Tony R Larson, Simon J McQueen-Mason, Christopher E French, Elizabeth L Rylott, Neil C Bruce. Engineering a catabolic pathway in plants for the degradation of 1,2-dichloroethane.
Plant physiology.
2008 Jul; 147(3):1192-8. doi:
10.1104/pp.108.119008. [PMID: 18467461] - Almut Grenz, Hartmut Osswald, Tobias Eckle, Dan Yang, Hua Zhang, Zung Vu Tran, Karin Klingel, Katya Ravid, Holger K Eltzschig. The reno-vascular A2B adenosine receptor protects the kidney from ischemia.
PLoS medicine.
2008 Jun; 5(6):e137. doi:
10.1371/journal.pmed.0050137. [PMID: 18578565] - S Grinberg, V Kolot, C Linder, E Shaubi, V Kas'yanov, R J Deckelbaum, E Heldman. Synthesis of novel cationic bolaamphiphiles from vernonia oil and their aggregated structures.
Chemistry and physics of lipids.
2008 Jun; 153(2):85-97. doi:
10.1016/j.chemphyslip.2008.01.006. [PMID: 18316039] - Albert L Shroads, Xu Guo, Vaishali Dixit, Hui-Ping Liu, Margaret O James, Peter W Stacpoole. Age-dependent kinetics and metabolism of dichloroacetate: possible relevance to toxicity.
The Journal of pharmacology and experimental therapeutics.
2008 Mar; 324(3):1163-71. doi:
10.1124/jpet.107.134593. [PMID: 18096758] - William A Meier-Ruge, Elisabeth Bruder. Current concepts of enzyme histochemistry in modern pathology.
Pathobiology : journal of immunopathology, molecular and cellular biology.
2008; 75(4):233-43. doi:
10.1159/000132384. [PMID: 18580069] - Xiaoyi Wei, Junfa Yin, Gengliang Yang, Chunxia He, Yi Chen. On-line solid-phase extraction with a monolithic weak cation-exchange column and simultaneous screening of alpha1-adrenergic receptor antagonists in human plasma.
Journal of separation science.
2007 Nov; 30(17):2851-7. doi:
10.1002/jssc.200700342. [PMID: 17960849] - Shobhana G Nayak, Renuka Satish, Gokulnath. An unusual toxic cause of hemolytic-uremic syndrome.
The Journal of toxicological sciences.
2007 May; 32(2):197-9. doi:
10.2131/jts.32.197. [PMID: 17538244] - Gengliang Yang, Haiyan Liu, Yihua Zhang, Sumin Wang, Junfa Yin, Boying Yin, Yi Chen. On-line simultaneous removal of human serum albumin and enrichment of doxazosin using a weak cation-exchange monolithic column.
Journal of chromatography. A.
2006 Oct; 1129(2):231-5. doi:
10.1016/j.chroma.2006.07.029. [PMID: 16879834] - Rosy El Ramy, Mostafa Ould Elhkim, Martine Poul, Maguelone G Forest, Patrick Leduque, Brigitte Le Magueresse-Battistoni. Lack of effect on rat testicular organogenesis after in utero exposure to 3-monochloropropane-1,2-diol (3-MCPD).
Reproductive toxicology (Elmsford, N.Y.).
2006 Oct; 22(3):485-92. doi:
10.1016/j.reprotox.2005.12.008. [PMID: 16472968] - Weihsueh A Chiu, Miles S Okino, John C Lipscomb, Marina V Evans. Issues in the pharmacokinetics of trichloroethylene and its metabolites.
Environmental health perspectives.
2006 Sep; 114(9):1450-6. doi:
10.1289/ehp.8691. [PMID: 16966104] - Madhu P Sirivelu, Sheba M J MohanKumar, James G Wagner, Jack R Harkema, Puliyur S MohanKumar. Activation of the stress axis and neurochemical alterations in specific brain areas by concentrated ambient particle exposure with concomitant allergic airway disease.
Environmental health perspectives.
2006 Jun; 114(6):870-4. doi:
10.1289/ehp.8619. [PMID: 16759987] - Vorapot Kanokkantapong, Taha F Marhaba, Suraphong Wattanachira, Bunyarit Panyapinyophol, Prasert Pavasant. Interaction between organic species in the formation of haloacetic acids following disinfection.
Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering.
2006; 41(6):1233-48. doi:
10.1080/10934520600623117. [PMID: 16760098] - T Walker, G von Komorowski, W Scheurlen, A Dorn-Beineke, W Back, C Bayerl. Neonatal mastocytosis with pachydermic bullous skin without c-Kit 816 mutation.
Dermatology (Basel, Switzerland).
2006; 212(1):70-2. doi:
10.1159/000089026. [PMID: 16319478] - B F Scott, C Spencer, J W Martin, R Barra, H A Bootsma, K C Jones, A E Johnston, D C G Muir. Comparison of haloacetic acids in the environment of the Northern and Southern Hemispheres.
Environmental science & technology.
2005 Nov; 39(22):8664-70. doi:
10.1021/es050118l. [PMID: 16323760] - Sabine M Harrison, Isabella Kaml, Vendula Prokoratova, Michael Mazanek, Ernst Kenndler. Animal glues in mixtures of natural binding media used in artistic and historic objects: identification by capillary zone electrophoresis.
Analytical and bioanalytical chemistry.
2005 Aug; 382(7):1520-6. doi:
10.1007/s00216-005-3319-9. [PMID: 15997380] - W Andrew Jackson, Louis Martino, Steven Hirsh, John Wrobel, John H Pardue. Application of a dialysis sampler to monitor phytoremediation processes.
Environmental monitoring and assessment.
2005 Aug; 107(1-3):155-71. doi:
10.1007/s10661-005-5436-5. [PMID: 16418910] - Lesley J Mason, Anastasia Lambrianides, Joanna D Haley, Jessica J Manson, David S Latchman, David A Isenberg, Anisur Rahman. Stable expression of a recombinant human antinucleosome antibody to investigate relationships between antibody sequence, binding properties, and pathogenicity.
Arthritis research & therapy.
2005; 7(5):R971-83. doi:
10.1186/ar1768. [PMID: 16207338] - Mark L Hanson, Keith R Solomon. Haloacetic acids in the aquatic environment. Part I: macrophyte toxicity.
Environmental pollution (Barking, Essex : 1987).
2004 Aug; 130(3):371-83. doi:
10.1016/j.envpol.2003.12.016. [PMID: 15182970] - Bethany M McRae, Timothy M LaPara, Raymond M Hozalski. Biodegradation of haloacetic acids by bacterial enrichment cultures.
Chemosphere.
2004 May; 55(6):915-25. doi:
10.1016/j.chemosphere.2003.11.048. [PMID: 15041296] - Yumi Toshina, Tomotaro Dote, Kan Usuda, Hiroyasu Shimizu, Mika Tominaga, Koichi Kono. Hepatic injury and gluconeogenesis after subcutaneous injection of monochloroacetic acid in rats.
Environmental health and preventive medicine.
2004 Mar; 9(2):58-62. doi:
10.1007/bf02897933. [PMID: 21432300] - Qin Zhou, Yongxin Zhu, Hwa Chiang, Kader Yagiz, D James Morre, Dorothy M Morre, Elsa Janle, Peter T Kissinger. Identification of the major vanilloid component in Capsicum extract by HPLC-EC and HPLC-MS.
Phytochemical analysis : PCA.
2004 Mar; 15(2):117-20. doi:
10.1002/pca.754. [PMID: 15116943] - R Repp, H H van Ojik, T Valerius, G Groenewegen, G Wieland, C Oetzel, B Stockmeyer, W Becker, M Eisenhut, H Steininger, Y M Deo, G H Blijham, J R Kalden, J G J van de Winkel, M Gramatzki. Phase I clinical trial of the bispecific antibody MDX-H210 (anti-FcgammaRI x anti-HER-2/neu) in combination with Filgrastim (G-CSF) for treatment of advanced breast cancer.
British journal of cancer.
2003 Dec; 89(12):2234-43. doi:
10.1038/sj.bjc.6601367. [PMID: 14676800] - Chandramohan V Ammini, Jose Fernandez-Canon, Albert L Shroads, Rachel Cornett, Jang Cheung, Margaret O James, George N Henderson, Markus Grompe, Peter W Stacpoole. Pharmacologic or genetic ablation of maleylacetoacetate isomerase increases levels of toxic tyrosine catabolites in rodents.
Biochemical pharmacology.
2003 Nov; 66(10):2029-38. doi:
10.1016/j.bcp.2003.07.002. [PMID: 14599561] - Shakil A Saghir, Karl K Rozman. Kinetics of monochloroacetic acid at subtoxic and toxic doses in rats after single oral and dermal administrations.
Toxicological sciences : an official journal of the Society of Toxicology.
2003 Nov; 76(1):51-64. doi:
10.1093/toxsci/kfg214. [PMID: 12915718] - Tomotaro Dote, Koichi Kono, Kan Usuda, Hiroyasu Shimizu, Yoshimi Tanimoto, Emi Dote, Satsuki Hayashi. Systemic effects and skin injury after experimental dermal exposure to monochloroacetic acid.
Toxicology and industrial health.
2003 Oct; 19(7-10):165-9. doi:
10.1191/0748233703th191oa. [PMID: 15747777] - Sang-Kyung Jo, Xuzhen Hu, Hisataka Kobayashi, Martin Lizak, Takehiko Miyaji, Alan Koretsky, Robert A Star. Detection of inflammation following renal ischemia by magnetic resonance imaging.
Kidney international.
2003 Jul; 64(1):43-51. doi:
10.1046/j.1523-1755.2003.00048.x. [PMID: 12787394] - Ruud J B Peters. Chloroacetic acids in European soils and vegetation.
Journal of environmental monitoring : JEM.
2003 Apr; 5(2):275-80. doi:
10.1039/b209757p. [PMID: 12729268] - Jin-Jang Guo, Di-Seng Wang, Hung-Tu Huang. Spontaneous remission of edema and regranulation of goblet cells in rat tracheae after capsaicin-induced acute inflammation.
Anatomy and embryology.
2003 Mar; 206(4):301-9. doi:
10.1007/s00429-002-0299-9. [PMID: 12649728] - G Metzgeroth, W Back, O Maywald, M Schatz, A Willer, R Hehlmann, J Hastka. Auer rod-like inclusions in multiple myeloma.
Annals of hematology.
2003 Jan; 82(1):57-60. doi:
10.1007/s00277-002-0574-0. [PMID: 12574968] - Mark L Hanson, Paul K Sibley, David A Ellis, Scott A Mabury, Derek C G Muir, Keith R Solomon. Evaluation of monochloroacetic acid (MCA) degradation and toxicity to Lemna gibba, Myriophyllum spicatum, and Myriophyllum sibiricum in aquatic microcosms.
Aquatic toxicology (Amsterdam, Netherlands).
2002 Dec; 61(3-4):251-73. doi:
10.1016/s0166-445x(02)00089-9. [PMID: 12359395] - Mark L Hanson, Keith R Solomon. New technique for estimating thresholds of toxicity in ecological risk assessment.
Environmental science & technology.
2002 Aug; 36(15):3257-64. doi:
10.1021/es011490d. [PMID: 12188350] - James A Strauchen, Ronald E Gordon. Crystalline inclusions in granulocytic sarcoma.
Archives of pathology & laboratory medicine.
2002 Jan; 126(1):85-6. doi:
10.5858/2002-126-0085-ciigs. [PMID: 11800655] - I M Pogontseva, V I Klimenko, V M Medvedev, O V Kushtym, N D Blizniuk, G M Machulenko, T V Mel'nik. [Morphofunctional state of neutrophil granulocytes in Chernobyl nuclear plant accident clean-up workers with persistent leukopenia].
Likars'ka sprava.
2002; ?(2):22-6. doi:
". [PMID: 12073252] - H Long, Y Zhu, M Cregor, F Tian, L Coury, C B Kissinger, P T Kissinger. Liquid chromatography with multi-channel electrochemical detection for the determination of epigallocatechin gallate in rat plasma utilizing an automated blood sampling device.
Journal of chromatography. B, Biomedical sciences and applications.
2001 Nov; 763(1-2):47-51. doi:
10.1016/s0378-4347(01)00365-6. [PMID: 11710582] - Laurence Dubourg, Christian Michoudet, Pierre Cochat, Gabriel Baverel. Human kidney tubules detoxify chloroacetaldehyde, a presumed nephrotoxic metabolite of ifosfamide.
Journal of the American Society of Nephrology : JASN.
2001 Aug; 12(8):1615-1623. doi:
10.1681/asn.v1281615. [PMID: 11461933] - S A Saghir, K Fried, K K Rozman. Kinetics of monochloroacetic acid in adult male rats after intravenous injection of a subtoxic and a toxic dose.
The Journal of pharmacology and experimental therapeutics.
2001 Feb; 296(2):612-22. doi:
. [PMID: 11160650] - P C Dartsch, H Wolburg, S Al Makdessi, D Schiek, H Sweidan, R Kimmel, F W Schmahl. Sodium monochloroacetate causes cytotoxic effects, an increased lactate and pyruvate level and induces ultra structural and cytoskeletal alterations in cultured kidney and liver epithelial cells.
Human & experimental toxicology.
2000 Feb; 19(2):138-48. doi:
10.1191/096032700678815693. [PMID: 10773845] - Z Yan, G N Henderson, M O James, P W Stacpoole. Determination of chloral hydrate metabolites in human plasma by gas chromatography-mass spectrometry.
Journal of pharmaceutical and biomedical analysis.
1999 Mar; 19(3-4):309-18. doi:
10.1016/s0731-7085(98)00123-x. [PMID: 10704096] - A A Elfarra, R J Krause, A R Last, L H Lash, J C Parker. Species- and sex-related differences in metabolism of trichloroethylene to yield chloral and trichloroethanol in mouse, rat, and human liver microsomes.
Drug metabolism and disposition: the biological fate of chemicals.
1998 Aug; 26(8):779-85. doi:
. [PMID: 9698293] - W T Brashear, C T Bishop, R Abbas. Electrospray analysis of biological samples for trace amounts of trichloroacetic acid, dichloroacetic acid, and monochloroacetic acid.
Journal of analytical toxicology.
1997 Sep; 21(5):330-4. doi:
10.1093/jat/21.5.330. [PMID: 9288583] - S M Taubenfeld, Y Song, D Sheng, E L Ball, G R Matsueda. A monoclonal antibody against a peptide sequence of fibrinogen gamma chain acts as an inhibitor of factor XIII-mediated crosslinking of human fibrin.
Thrombosis and haemostasis.
1995 Sep; 74(3):923-7. doi:
. [PMID: 8571322] - M E Fitzsimmons, C Thorpe, M W Anders. Medium-chain acyl-CoA dehydrogenase- and enoyl-CoA hydratase-dependent bioactivation of 5,6-dichloro-4-thia-5-hexenoyl-CoA.
Biochemistry.
1995 Apr; 34(13):4276-86. doi:
10.1021/bi00013a017. [PMID: 7703241] - P Speerschneider, W Dekant. Renal tumorigenicity of 1,1-dichloroethene in mice: the role of male-specific expression of cytochrome P450 2E1 in the renal bioactivation of 1,1-dichloroethene.
Toxicology and applied pharmacology.
1995 Jan; 130(1):48-56. doi:
10.1006/taap.1995.1007. [PMID: 7839370] - B S Kaphalia, H K Bhat, M F Khan, G A Ansari. Tissue distribution of monochloroacetic acid and its binding to albumin in rats.
Toxicology and industrial health.
1992 Jan; 8(1-2):53-61. doi:
10.1177/074823379200800105. [PMID: 1542885] - B J Bryant, M P Jokinen, S L Eustis, M B Thompson, K M Abdo. Toxicity of monochloroacetic acid administered by gavage to F344 rats and B6C3F1 mice for up to 13 weeks.
Toxicology.
1992; 72(1):77-87. doi:
10.1016/0300-483x(92)90087-u. [PMID: 1539174] - M E Davis, W O Berndt. Sex differences in monochloroacetate pretreatment effects on chloroform toxicity in rats.
Fundamental and applied toxicology : official journal of the Society of Toxicology.
1992 Jan; 18(1):66-71. doi:
10.1016/0272-0590(92)90196-o. [PMID: 1601211] - P Kulling, H Andersson, K Boström, L A Johansson, B Lindström, B Nyström. Fatal systemic poisoning after skin exposure to monochloroacetic acid.
Journal of toxicology. Clinical toxicology.
1992; 30(4):643-52. doi:
10.3109/15563659209017948. [PMID: 1433433] - F B Daniel, M Robinson, J A Stober, N P Page, G R Olson. Ninety-day toxicity study of sodium monochloroacetate in Sprague-Dawley rats.
Toxicology.
1991 Apr; 67(2):171-85. doi:
10.1016/0300-483x(91)90141-m. [PMID: 2031251] - E I Fomina. [A gas-chromatographic method of analysis of monochloroacetic acid and its sodium salt in the air, skin washings, protective clothing extracts and urine].
Gigiena truda i professional'nye zabolevaniia.
1991; ?(12):39-41. doi:
NULL. [PMID: 1840108] - H K Bhat, A E Ahmed, G A Ansari. Toxicokinetics of monochloroacetic acid: a whole-body autoradiography study.
Toxicology.
1990 Jul; 63(1):35-43. doi:
10.1016/0300-483x(90)90066-p. [PMID: 2116687] - H K Bhat, G A Ansari. Covalent interaction of chloroacetic and acetic acids with cholesterol.
Journal of biochemical toxicology.
1989; 4(3):189-93. doi:
10.1002/jbt.2570040308. [PMID: 2607543] - H Kamitsuji, S Sakamoto, K Matsunaga, K Taira, S Kawahara, M Nakajima. Significance of fibrin/fibrinogen related antigen in glomeruli in children with IgA nephropathy.
Acta paediatrica Japonica : Overseas edition.
1988 Dec; 30(6):662-70. doi:
10.1111/j.1442-200x.1988.tb02551.x. [PMID: 3149126] - H Kamitsuji, S Sakamoto, T Matsunaga, K Taira, S Kawahara, M Nakajima. Intraglomerular deposition of fibrin/fibrinogen-related antigen in children with various renal diseases.
The American journal of pathology.
1988 Oct; 133(1):61-72. doi:
. [PMID: 3052094] - K J Ullrich, F Papavassiliou. Contraluminal transport of small aliphatic carboxylates in the proximal tubule of the rat kidney in situ.
Pflugers Archiv : European journal of physiology.
1986 Nov; 407(5):488-92. doi:
10.1007/bf00657505. [PMID: 2431382] - M E Davis. Effect of chloroacetic acids on the kidneys.
Environmental health perspectives.
1986 Nov; 69(?):209-14. doi:
10.1289/ehp.8669209. [PMID: 3816724] - J D Fear, K J Miloszewski, M S Losowsky. An acquired inhibitor of factor XIII with a qualitative abnormality of fibrin cross-linking.
Acta haematologica.
1984; 71(5):304-9. doi:
10.1159/000206606. [PMID: 6429995] - H Kamitsuji, K Kusumoto, K Taira, Y Iida, M Nakajima, H Fukui. Localization of intrarenal cross-linked fibrin in children with various renal diseases.
Nephron.
1983; 35(2):94-9. doi:
10.1159/000183054. [PMID: 6621761] - R J Jaeger, L G Shoner, L Coffman. 1,1-Dichloroethylene hepatotoxicity: proposed mechanism of action and distribution and binding of 14C radioactivity following inhalation exposure in rats.
Environmental health perspectives.
1977 Dec; 21(?):113-9. doi:
10.1289/ehp.7721113. [PMID: 612435] - T Green, D E Hathway. The biological fate in rats of vinyl chloride in relation to its oncogenicity.
Chemico-biological interactions.
1975 Dec; 11(6):545-62. doi:
10.1016/0009-2797(75)90030-7. [PMID: 1201617] - R Ikemori, M Gruhl, S Shrivastava, J N Shanberge. Solubility fo fibrin clots in monochloroacetic acid. A reflection of serum pepsinogen levels.
American journal of clinical pathology.
1975 Jan; 63(1):49-56. doi:
10.1093/ajcp/63.3.49. [PMID: 234201]