CHLOROACETALDEHYDE (BioDeep_00001868083)
Main id: BioDeep_00000006318
代谢物信息卡片
CHLOROACETALDEHYDE
化学式: C2H3ClO (77.9872)
中文名称: 一氯乙醛, 氯乙醛
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C(C=O)Cl
InChI: InChI=1S/C2H3ClO/c3-1-2-4/h2H,1H2
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:27871
- KEGG: C06754
- PubChem: 33
- ChEMBL: CHEMBL506976
- CAS: 107-20-0
- PubChem: 8975
- 3DMET: B01043
- NIKKAJI: J4.060F
- RefMet: Chloroacetaldehyde
- KNApSAcK: 27871
分类词条
相关代谢途径
Reactome(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 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
- Li Chen, Xiaojuan Xiong, Xingyun Hou, Hua Wei, Jianxiu Zhai, Tianyi Xia, Xiaobin Gong, Shouhong Gao, Ge Feng, Xia Tao, Feng Zhang, Wansheng Chen. Wuzhi capsule regulates chloroacetaldehyde pharmacokinetics behaviour and alleviates high-dose cyclophosphamide-induced nephrotoxicity and neurotoxicity in rats.
Basic & clinical pharmacology & toxicology.
2019 Aug; 125(2):142-151. doi:
10.1111/bcpt.13211. [PMID: 30793490] - Le Yang, Chenyang Yan, Feng Zhang, Bo Jiang, Shouhong Gao, Youtian Liang, Lifeng Huang, Wansheng Chen. Effects of ketoconazole on cyclophosphamide metabolism: evaluation of CYP3A4 inhibition effect using the in vitro and in vivo models.
Experimental animals.
2018 Feb; 67(1):71-82. doi:
10.1538/expanim.17-0048. [PMID: 29129847] - Jianxiu Zhai, Feng Zhang, Shouhong Gao, Li Chen, Ge Feng, Jun Yin, Wansheng Chen. Schisandra chinensis extract decreases chloroacetaldehyde production in rats and attenuates cyclophosphamide toxicity in liver, kidney and brain.
Journal of ethnopharmacology.
2018 Jan; 210(?):223-231. doi:
10.1016/j.jep.2017.08.020. [PMID: 28821392] - Lisanne C Anders, Anna L Lang, Anwar Anwar-Mohamed, Amanda N Douglas, Adrienne M Bushau, Keith Cameron Falkner, Bradford G Hill, Nikole L Warner, Gavin E Arteel, Matt Cave, Craig J McClain, Juliane I Beier. Vinyl Chloride Metabolites Potentiate Inflammatory Liver Injury Caused by LPS in Mice.
Toxicological sciences : an official journal of the Society of Toxicology.
2016 06; 151(2):312-23. doi:
10.1093/toxsci/kfw045. [PMID: 26962056] - Eric Leclerc, Jeremy Hamon, Frederic Yves Bois. Investigation of ifosfamide and chloroacetaldehyde renal toxicity through integration of in vitro liver-kidney microfluidic data and pharmacokinetic-system biology models.
Journal of applied toxicology : JAT.
2016 Feb; 36(2):330-9. doi:
10.1002/jat.3191. [PMID: 26152902] - Andreas Benesic, Gerald Schwerdt, Isabell Hennemeier, Christoph Sauvant, Sigrid Mildenberger, Michael Gekle. The nephrotoxic Ifosfamide-metabolite chloroacetaldehyde interferes with renal extracellular matrix homeostasis.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology.
2014; 33(4):1106-16. doi:
10.1159/000358680. [PMID: 24732969] - Stephanie L MacAllister, Nicolas Martin-Brisac, Vincent Lau, Kai Yang, Peter J O'Brien. Acrolein and chloroacetaldehyde: an examination of the cell and cell-free biomarkers of toxicity.
Chemico-biological interactions.
2013 Feb; 202(1-3):259-66. doi:
10.1016/j.cbi.2012.11.017. [PMID: 23220588] - Leila Choucha-Snouber, Caroline Aninat, Laurent Grsicom, Geoffrey Madalinski, Céline Brochot, Paul Emile Poleni, Florence Razan, Christiane Guguen Guillouzo, Cécile Legallais, Anne Corlu, Eric Leclerc. Investigation of ifosfamide nephrotoxicity induced in a liver-kidney co-culture biochip.
Biotechnology and bioengineering.
2013 Feb; 110(2):597-608. doi:
10.1002/bit.24707. [PMID: 22887128] - Gabriel Baverel, Burhan Knouzy, Catherine Gauthier, Maha El Hage, Bernard Ferrier, Guy Martin, Agnès Duplany. Use of precision-cut renal cortical slices in nephrotoxicity studies.
Xenobiotica; the fate of foreign compounds in biological systems.
2013 Jan; 43(1):54-62. doi:
10.3109/00498254.2012.725142. [PMID: 23030706] - Jessica Schmitz, Mark Aurel Schöttler, Stephan Krueger, Stefan Geimer, Anja Schneider, Tatjana Kleine, Dario Leister, Kirsten Bell, Ulf-Ingo Flügge, Rainer E Häusler. Defects in leaf carbohydrate metabolism compromise acclimation to high light and lead to a high chlorophyll fluorescence phenotype in Arabidopsis thaliana.
BMC plant biology.
2012 Jan; 12(?):8. doi:
10.1186/1471-2229-12-8. [PMID: 22248311] - Jagadeesan Nair, Roger W Godschalk, Urmila Nair, Robert W Owen, William E Hull, Helmut Bartsch. Identification of 3,N(4)-etheno-5-methyl-2'-deoxycytidine in human DNA: a new modified nucleoside which may perturb genome methylation.
Chemical research in toxicology.
2012 Jan; 25(1):162-9. doi:
10.1021/tx200392a. [PMID: 22148471] - Kenichi Yamazaki, Yoshihiko Ikeguchi, Takuya Niwa, Kaoru Hayashi, Takahiro Iwaki, Ikumi Ishii, Masaru Niitsu, Anthony E Pegg, Akira Shirahata. Determination of cellular aminopropyltransferase activity using precolumn fluorescent etheno-derivatization with high-performance liquid chromatography.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry.
2012; 28(6):621-4. doi:
10.2116/analsci.28.621. [PMID: 22729051] - Mohamed-Elamir F Hegazy, Hisashi Matsuda, Seikou Nakamura, Mikuko Yabe, Tomoko Matsumoto, Masayuki Yoshikawa. Sesquiterpenes from an Egyptian herbal medicine, Pulicaria undulate, with inhibitory effects on nitric oxide production in RAW264.7 macrophage cells.
Chemical & pharmaceutical bulletin.
2012; 60(3):363-70. doi:
10.1248/cpb.60.363. [PMID: 22382417] - Pinki Nandi, Swatilekha Ghosh, Kuladip Jana, Parimal C Sen. Elucidation of the involvement of p14, a sperm protein during maturation, capacitation and acrosome reaction of caprine spermatozoa.
PloS one.
2012; 7(1):e30552. doi:
10.1371/journal.pone.0030552. [PMID: 22291985] - Ana S H Costa, Paula A Lopes, Marta Estevão, Susana V Martins, Susana P Alves, Rui M A Pinto, Hugo Pissarra, Jorge J Correia, Mário Pinho, Carlos M G A Fontes, José A M Prates. Contrasting cellularity and fatty acid composition in fat depots from Alentejana and Barrosã bovine breeds fed high and low forage diets.
International journal of biological sciences.
2012; 8(2):214-27. doi:
10.7150/ijbs.8.214. [PMID: 22253565] - Mohamed M Sayed-Ahmed, Meshan Lafi Aldelemy, Mohamed M Hafez, Othman A Al-Shabanah. Inhibition of gene expression of organic cation/carnitine transporter and antioxidant enzymes in oxazaphosphorines-induced acute cardiomyopathic rat models.
Oxidative medicine and cellular longevity.
2012; 2012(?):452902. doi:
10.1155/2012/452902. [PMID: 22701146] - 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] - Carsten Bernard, Michaela Traub, H-Henning Kunz, Stefanie Hach, Oliver Trentmann, Torsten Möhlmann. Equilibrative nucleoside transporter 1 (ENT1) is critical for pollen germination and vegetative growth in Arabidopsis.
Journal of experimental botany.
2011 Aug; 62(13):4627-37. doi:
10.1093/jxb/err183. [PMID: 21642237] - Francisco Westermeier, Carlos Salomón, Marcelo González, Carlos Puebla, Enrique Guzmán-Gutiérrez, Fredi Cifuentes, Andrea Leiva, Paola Casanello, Luis Sobrevia. Insulin restores gestational diabetes mellitus-reduced adenosine transport involving differential expression of insulin receptor isoforms in human umbilical vein endothelium.
Diabetes.
2011 Jun; 60(6):1677-87. doi:
10.2337/db11-0155. [PMID: 21515851] - S Saeidnia, Ar Gohari, N Mokhber-Dezfuli, F Kiuchi. A review on phytochemistry and medicinal properties of the genus Achillea.
Daru : journal of Faculty of Pharmacy, Tehran University of Medical Sciences.
2011; 19(3):173-86. doi:
". [PMID: 22615655] - Young Il Kim, Ju Young Yoon, Jun Eul Hwang, Hyun Jeong Shim, Woo Kyun Bae, Sang Hee Cho, Ik-Joo Chung. Reversible proximal renal tubular dysfunction after one-time Ifosfamide exposure.
Cancer research and treatment.
2010 Dec; 42(4):244-6. doi:
10.4143/crt.2010.42.4.244. [PMID: 21253328] - Yng-Tay Chen, Jiunn-Wang Liao, Dong-Zong Hung. Protective effects of fomepizole on 2-chloroethanol toxicity.
Human & experimental toxicology.
2010 Jun; 29(6):507-12. doi:
10.1177/0960327109358612. [PMID: 20056735] - Patrina Gunness, Katarina Aleksa, Kazuhiro Kosuge, Shinya Ito, Gideon Koren. Comparison of the novel HK-2 human renal proximal tubular cell line with the standard LLC-PK1 cell line in studying drug-induced nephrotoxicity.
Canadian journal of physiology and pharmacology.
2010 Apr; 88(4):448-55. doi:
10.1139/y10-023. [PMID: 20555413] - Agnieszka M Maciejewska, Karol P Ruszel, Jadwiga Nieminuszczy, Joanna Lewicka, Beata Sokołowska, Elzbieta Grzesiuk, Jarosław T Kuśmierek. Chloroacetaldehyde-induced mutagenesis in Escherichia coli: the role of AlkB protein in repair of 3,N(4)-ethenocytosine and 3,N(4)-alpha-hydroxyethanocytosine.
Mutation research.
2010 Feb; 684(1-2):24-34. doi:
10.1016/j.mrfmmm.2009.11.005. [PMID: 19941873] - Esther Ngo Lemba Tom, Corinne Girard, Théophile Dimo, Joseph Tanyi Mbafor, Alain Berthelot, Céline Demougeot. Vasorelaxant effects of extracts of the stem bark of Terminalia superba Engler & Diels (Combretaceae).
Journal of ethnopharmacology.
2010 Feb; 127(2):335-40. doi:
10.1016/j.jep.2009.10.036. [PMID: 19897023] - Burhan Knouzy, Laurence Dubourg, Gabriel Baverel, Christian Michoudet. Targets of chloroacetaldehyde-induced nephrotoxicity.
Toxicology in vitro : an international journal published in association with BIBRA.
2010 Feb; 24(1):99-107. doi:
10.1016/j.tiv.2009.08.026. [PMID: 19733226] - Celina Edelstein, Ditta Pfaffinger, Ethan C Reichert, Diana M Stafforini, Angelo M Scanu. Mouse plasminogen has oxidized phosphatidylcholine adducts that are not metabolized by lipoprotein-associated phospholipase A₂under basal conditions.
International journal of molecular sciences.
2010; 11(12):5339-47. doi:
10.3390/ijms11125339. [PMID: 21614211] - Zhih-Cherng Chen, Wen-Shian Wu, Mao-Tsun Lin, Chuan-Chih Hsu. Protective effect of transgenic expression of porcine heat shock protein 70 on hypothalamic ischemic and oxidative damage in a mouse model of heatstroke.
BMC neuroscience.
2009 Sep; 10(?):111. doi:
10.1186/1471-2202-10-111. [PMID: 19725984] - Katarina Aleksa, Alejandro Nava-Ocampo, Gideon Koren. Detection and quantification of (R) and (S)-dechloroethylifosfamide metabolites in plasma from children by enantioselective LC/MS/MS.
Chirality.
2009 Jul; 21(7):674-80. doi:
10.1002/chir.20662. [PMID: 18825700] - Susanna Roeder, Katharina Dreschler, Markus Wirtz, Simona M Cristescu, Frans J M van Harren, Rüdiger Hell, Birgit Piechulla. SAM levels, gene expression of SAM synthetase, methionine synthase and ACC oxidase, and ethylene emission from N. suaveolens flowers.
Plant molecular biology.
2009 Jul; 70(5):535-46. doi:
10.1007/s11103-009-9490-1. [PMID: 19396585] - Lauren Hanly, Nancy Chen, Michael Rieder, Gideon Koren. Ifosfamide nephrotoxicity in children: a mechanistic base for pharmacological prevention.
Expert opinion on drug safety.
2009 Mar; 8(2):155-68. doi:
10.1517/14740330902808169. [PMID: 19309244] - Charles G Knutson, Emily H Rubinson, Dapo Akingbade, Carolyn S Anderson, Donald F Stec, Katya V Petrova, Ivan D Kozekov, F Peter Guengerich, Carmelo J Rizzo, Lawrence J Marnett. Oxidation and glycolytic cleavage of etheno and propano DNA base adducts.
Biochemistry.
2009 Feb; 48(4):800-9. doi:
10.1021/bi801654j. [PMID: 19132922] - Torun Ekblad, Vladimir Tolmachev, Anna Orlova, Christofer Lendel, Lars Abrahmsén, Amelie Eriksson Karlström. Synthesis and chemoselective intramolecular crosslinking of a HER2-binding affibody.
Biopolymers.
2009; 92(2):116-23. doi:
10.1002/bip.21142. [PMID: 19140162] - Zeinab Yaseen, Christian Michoudet, Gabriel Baverel, Laurence Dubourg. Mechanisms of the ifosfamide-induced inhibition of endocytosis in the rat proximal kidney tubule.
Archives of toxicology.
2008 Sep; 82(9):607-14. doi:
10.1007/s00204-007-0275-5. [PMID: 18214444] - Ganesh Shanmugam, Ivan D Kozekov, F Peter Guengerich, Carmelo J Rizzo, Michael P Stone. Structure of the 1,N2-ethenodeoxyguanosine adduct opposite cytosine in duplex DNA: Hoogsteen base pairing at pH 5.2.
Chemical research in toxicology.
2008 Sep; 21(9):1795-805. doi:
10.1021/tx8001466. [PMID: 18693701] - 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] - Sabina Tatur, Silvia Kreda, Eduardo Lazarowski, Ryszard Grygorczyk. Calcium-dependent release of adenosine and uridine nucleotides from A549 cells.
Purinergic signalling.
2008 Jun; 4(2):139-46. doi:
10.1007/s11302-007-9059-x. [PMID: 18368524] - Jeanette Ringvoll, Marivi N Moen, Line M Nordstrand, Lisiane B Meira, Bo Pang, Anders Bekkelund, Peter C Dedon, Svein Bjelland, Leona D Samson, Pål Ø Falnes, Arne Klungland. AlkB homologue 2-mediated repair of ethenoadenine lesions in mammalian DNA.
Cancer research.
2008 Jun; 68(11):4142-9. doi:
10.1158/0008-5472.can-08-0796. [PMID: 18519673] - Zeinab Yaseen, Christian Michoudet, Gabriel Baverel, Laurence Dubourg. In vivo mesna and amifostine do not prevent chloroacetaldehyde nephrotoxicity in vitro.
Pediatric nephrology (Berlin, Germany).
2008 Apr; 23(4):611-8. doi:
10.1007/s00467-007-0689-6. [PMID: 18204866] - Nancy Chen, Katarina Aleksa, Cindy Woodland, Michael Rieder, Gideon Koren. The effect of N-acetylcysteine on ifosfamide-induced nephrotoxicity: in vitro studies in renal tubular cells.
Translational research : the journal of laboratory and clinical medicine.
2007 Jul; 150(1):51-7. doi:
10.1016/j.trsl.2007.02.001. [PMID: 17585863] - Gerald Schwerdt, Antje Kirchhoff, Ruth Freudinger, Brigitte Wollny, Andreas Benesic, Michael Gekle. Mesna or cysteine prevents chloroacetaldehyde-induced cell death of human proximal tubule cells.
Pediatric nephrology (Berlin, Germany).
2007 Jun; 22(6):798-803. doi:
10.1007/s00467-006-0414-x. [PMID: 17273862] - S R Black, K S Decosta, P R Patel, J M Mathews. [14C]bis(2-chloroethoxy)methane: comparative absorption, distribution, metabolism and excretion in rats and mice.
Xenobiotica; the fate of foreign compounds in biological systems.
2007 Apr; 37(4):427-40. doi:
10.1080/00498250701206872. [PMID: 17455114] - James Springate, Mary Taub. Ifosfamide toxicity in cultured proximal renal tubule cells.
Pediatric nephrology (Berlin, Germany).
2007 Mar; 22(3):358-65. doi:
10.1007/s00467-006-0328-7. [PMID: 17072651] - L Patzer, N Hernando, U Ziegler, B Beck-Schimmer, J Biber, H Murer. Ifosfamide metabolites CAA, 4-OH-Ifo and Ifo-mustard reduce apical phosphate transport by changing NaPi-IIa in OK cells.
Kidney international.
2006 Nov; 70(10):1725-34. doi:
10.1038/sj.ki.5001803. [PMID: 17003823] - Itzhak Nissim, Oksana Horyn, Yevgeny Daikhin, Ilana Nissim, Bohdan Luhovyy, Peter C Phillips, Marc Yudkoff. Ifosfamide-induced nephrotoxicity: mechanism and prevention.
Cancer research.
2006 Aug; 66(15):7824-31. doi:
10.1158/0008-5472.can-06-1043. [PMID: 16885387] - Katarina Aleksa, Shinya Ito, Gideon Koren. Enantioselective metabolism of ifosfamide by the kidney.
Chirality.
2006 Jun; 18(6):398-405. doi:
10.1002/chir.20268. [PMID: 16575879] - Gerald Schwerdt, Nader Gordjani, Andreas Benesic, Ruth Freudinger, Brigitte Wollny, Antje Kirchhoff, Michael Gekle. Chloroacetaldehyde- and acrolein-induced death of human proximal tubule cells.
Pediatric nephrology (Berlin, Germany).
2006 Jan; 21(1):60-7. doi:
10.1007/s00467-005-2006-6. [PMID: 16267686] - Andreas Benesic, Gerald Schwerdt, Ruth Freudinger, Sigrid Mildenberger, Franziska Groezinger, Brigitte Wollny, Antje Kirchhoff, Michael Gekle. Chloroacetaldehyde as a sulfhydryl reagent: the role of critical thiol groups in ifosfamide nephropathy.
Kidney & blood pressure research.
2006; 29(5):280-93. doi:
10.1159/000096177. [PMID: 17035713] - Andreas Benesic, Gerald Schwerdt, Sigrid Mildenberger, Ruth Freudinger, Nader Gordjani, Michael Gekle. Disturbed Ca2+-signaling by chloroacetaldehyde: a possible cause for chronic ifosfamide nephrotoxicity.
Kidney international.
2005 Nov; 68(5):2029-41. doi:
10.1111/j.1523-1755.2005.00657.x. [PMID: 16221203] - James C Delaney, Lisa Smeester, Cintyu Wong, Lauren E Frick, Koli Taghizadeh, John S Wishnok, Catherine L Drennan, Leona D Samson, John M Essigmann. AlkB reverses etheno DNA lesions caused by lipid oxidation in vitro and in vivo.
Nature structural & molecular biology.
2005 Oct; 12(10):855-60. doi:
10.1038/nsmb996. [PMID: 16200073] - Katarina Aleksa, Doug Matsell, Kris Krausz, Harry Gelboin, Shinya Ito, Gideon Koren. Cytochrome P450 3A and 2B6 in the developing kidney: implications for ifosfamide nephrotoxicity.
Pediatric nephrology (Berlin, Germany).
2005 Jul; 20(7):872-85. doi:
10.1007/s00467-004-1807-3. [PMID: 15875221] - Jeannine S McCune, Linda J Risler, Brian R Phillips, Kenneth E Thummel, David Blough, Danny D Shen. Contribution of CYP3A5 to hepatic and renal ifosfamide N-dechloroethylation.
Drug metabolism and disposition: the biological fate of chemicals.
2005 Jul; 33(7):1074-81. doi:
10.1124/dmd.104.002279. [PMID: 15821045] - Elzbieta Zielińska, Małgorzata Zubowska, Konrad Misiura. [Increased urinary excretion of the neurotoxic side-chain metabolites of ifosphamide in children with polymorphism of the glutathione S-transferases genes].
Medycyna wieku rozwojowego.
2005 Jul; 9(3 Pt 2):579-92. doi:
NULL. [PMID: 16719171] - Katarina Aleksa, Naomi Halachmi, Shinya Ito, Gideon Koren. A tubule cell model for ifosfamide nephrotoxicity.
Canadian journal of physiology and pharmacology.
2005 Jun; 83(6):499-508. doi:
10.1139/y05-036. [PMID: 16049550] - Rahman M Mizanur, Firoz A Jaipuri, Nicola L Pohl. One-step synthesis of labeled sugar nucleotides for protein O-GlcNAc modification studies by chemical function analysis of an archaeal protein.
Journal of the American Chemical Society.
2005 Jan; 127(3):836-7. doi:
10.1021/ja044117p. [PMID: 15656612] - Ewa Borys-Brzywczy, Katarzyna D Arczewska, Murat Saparbaev, Ulrike Hardeland, Primo Schär, Jarosław T Kuśmierek. Mismatch dependent uracil/thymine-DNA glycosylases excise exocyclic hydroxyethano and hydroxypropano cytosine adducts.
Acta biochimica Polonica.
2005; 52(1):149-65. doi:
055201149. [PMID: 15827614] - Katarina Aleksa, Naomi Halachmi, Shinya Ito, Gideon Koren. Renal ontogeny of ifosfamide nephrotoxicity.
The Journal of laboratory and clinical medicine.
2004 Dec; 144(6):285-93. doi:
10.1016/j.lab.2004.09.002. [PMID: 15614250] - Elena Sbrana, Emilia Bramanti, Maria C Spinetti, Giorgio Raspi. S-Adenosyl methionine/S-adenosyl-L-homocysteine ratio determination by capillary electrophoresis employed as a monitoring tool for the antiviral effectiveness of adenosine analogs.
Electrophoresis.
2004 Jun; 25(10-11):1518-21. doi:
10.1002/elps.200305851. [PMID: 15188235] - Christian Kannemeier, Nadia Al-Fakhri, Klaus T Preissner, Sandip M Kanse. Factor VII-activating protease (FSAP) inhibits growth factor-mediated cell proliferation and migration of vascular smooth muscle cells.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2004 Apr; 18(6):728-30. doi:
10.1096/fj.03-0898fje. [PMID: 14977886] - Gad Yagil. The over-representation of binary DNA tracts in seven sequenced chromosomes.
BMC genomics.
2004 Mar; 5(1):19. doi:
10.1186/1471-2164-5-19. [PMID: 15113401] - Katarina Aleksa, Shinya Ito, Gideon Koren. Renal-tubule metabolism of ifosfamide to the nephrotoxic chloroacetaldehyde: pharmacokinetic modeling for estimation of intracellular levels.
The Journal of laboratory and clinical medicine.
2004 Mar; 143(3):159-62. doi:
10.1016/j.lab.2003.10.013. [PMID: 15007305] - Emad L Zaki, James E Springate, Mary Taub. Comparative toxicity of ifosfamide metabolites and protective effect of mesna and amifostine in cultured renal tubule cells.
Toxicology in vitro : an international journal published in association with BIBRA.
2003 Aug; 17(4):397-402. doi:
10.1016/s0887-2333(03)00044-4. [PMID: 12849722] - J Rozman-Pungercar, N Kopitar-Jerala, M Bogyo, D Turk, O Vasiljeva, I Stefe, P Vandenabeele, D Brömme, V Puizdar, M Fonović, M Trstenjak-Prebanda, I Dolenc, V Turk, B Turk. Inhibition of papain-like cysteine proteases and legumain by caspase-specific inhibitors: when reaction mechanism is more important than specificity.
Cell death and differentiation.
2003 Aug; 10(8):881-8. doi:
10.1038/sj.cdd.4401247. [PMID: 12867995] - Rolf W Sparidans, Kristel M L Crommentuyn, Jan H M Schellens, Jos H Beijnen. Liquid chromatographic assay for the antiviral nucleotide analogue tenofovir in plasma using derivatization with chloroacetaldehyde.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2003 Jul; 791(1-2):227-33. doi:
10.1016/s1570-0232(03)00225-3. [PMID: 12798182] - Vincent Jullien, Jean-Marc Tréluyer, Gérard Pons, Elisabeth Rey. Determination of tenofovir in human plasma by high-performance liquid chromatography with spectrofluorimetric detection.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2003 Mar; 785(2):377-81. doi:
10.1016/s1570-0232(02)00933-9. [PMID: 12554152] - Giuseppe Galati, Peter J O'Brien. Cytoprotective and anticancer properties of coenzyme Q versus capsaicin.
BioFactors (Oxford, England).
2003; 18(1-4):195-205. doi:
10.1002/biof.5520180222. [PMID: 14695935] - P Nicolao, B Giometto. Neurological toxicity of ifosfamide.
Oncology.
2003; 65 Suppl 2(?):11-6. doi:
10.1159/000073352. [PMID: 14586141] - Laurence Dubourg, Philippe Tanière, Pierre Cochat, Gabriel Baverel, Christian Michoudet. Toxicity of chloroacetaldehyde is similar in adult and pediatric kidney tubules.
Pediatric nephrology (Berlin, Germany).
2002 Feb; 17(2):97-103. doi:
10.1007/s00467-001-0765-2. [PMID: 11875671] - S Verraes, W Hornebeck, M Polette, L Borradori, P Bernard. Respective contribution of neutrophil elastase and matrix metalloproteinase 9 in the degradation of BP180 (type XVII collagen) in human bullous pemphigoid.
The Journal of investigative dermatology.
2001 Nov; 117(5):1091-6. doi:
10.1046/j.0022-202x.2001.01521.x. [PMID: 11710917] - M Katayama, Y Matsuda, K Shimokawa, S Tanabe, S Kaneko, I Hara, H Sato. Simultaneous determination of six adenyl purines in human plasma by high-performance liquid chromatography with fluorescence derivatization.
Journal of chromatography. B, Biomedical sciences and applications.
2001 Aug; 760(1):159-63. doi:
10.1016/s0378-4347(01)00265-1. [PMID: 11522058] - T Kerbusch, R L Jansen, R A Mathôt, A D Huitema, M Jansen, R E van Rijswijk, J H Beijnen. Modulation of the cytochrome P450-mediated metabolism of ifosfamide by ketoconazole and rifampin.
Clinical pharmacology and therapeutics.
2001 Aug; 70(2):132-41. doi:
10.1067/mcp.2001.117283. [PMID: 11503007] - 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] - T Kerbusch, R A Mathôt, H J Keizer, G P Kaijser, J H Schellens, J H Beijnen. Influence of dose and infusion duration on pharmacokinetics of ifosfamide and metabolites.
Drug metabolism and disposition: the biological fate of chemicals.
2001 Jul; 29(7):967-75. doi:
. [PMID: 11408362] - A D Huitema, C Reinders, M M Tibben, S Rodenhuis, J H Beijnen. Sensitive gas chromatographic determination of the cyclophosphamide metabolite 2-dechloroethylcyclophosphamide in human plasma.
Journal of chromatography. B, Biomedical sciences and applications.
2001 Jun; 757(2):349-57. doi:
10.1016/s0378-4347(01)00178-5. [PMID: 11417881] - H Zhang, H Ford, J S Roth, J A Kelley. Evaluation of a fluorogenic derivatization method for the reversed-phase HPLC analysis of 2'-beta-fluoro-2',3'-dideoxyadenosine, a new anti-AIDS drug.
Journal of pharmaceutical and biomedical analysis.
2001 May; 25(2):285-97. doi:
10.1016/s0731-7085(00)00496-9. [PMID: 11275436] - B Zielinski, M Hergenhahn. 2-Chloroacetaldehyde induces epsilondA DNA adducts in DNA of Raji cells as demonstrated by an improved HPLC-fluorimetry method.
Fresenius' journal of analytical chemistry.
2001 May; 370(1):97-100. doi:
10.1007/s002160100776. [PMID: 11393245] - A J Townsend, S Leone-Kabler, R L Haynes, Y Wu, L Szweda, K D Bunting. Selective protection by stably transfected human ALDH3A1 (but not human ALDH1A1) against toxicity of aliphatic aldehydes in V79 cells.
Chemico-biological interactions.
2001 Jan; 130-132(1-3):261-73. doi:
10.1016/s0009-2797(00)00270-2. [PMID: 11306050] - T R Larson, I A Graham. Technical Advance: a novel technique for the sensitive quantification of acyl CoA esters from plant tissues.
The Plant journal : for cell and molecular biology.
2001 Jan; 25(1):115-25. doi:
10.1046/j.1365-313x.2001.00929.x. [PMID: 11169187] - L Pendyala, P J Creaven, G Schwartz, N J Meropol, W Bolanowska-Higdon, J Zdanowicz, M Murphy, R Perez. Intravenous ifosfamide/mesna is associated with depletion of plasma thiols without depletion of leukocyte glutathione.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2000 Apr; 6(4):1314-21. doi:
NULL. [PMID: 10778956] - R W Sparidans, A Veldkamp, R M Hoetelmans, J H Beijnen. Improved and simplified liquid chromatographic assay for adefovir, a novel antiviral drug, in human plasma using derivatization with chloroacetaldehyde.
Journal of chromatography. B, Biomedical sciences and applications.
1999 Dec; 736(1-2):115-21. doi:
10.1016/s0378-4347(99)00447-8. [PMID: 10676990] - Z Huang, D J Waxman. High-performance liquid chromatographic-fluorescent method to determine chloroacetaldehyde, a neurotoxic metabolite of the anticancer drug ifosfamide, in plasma and in liver microsomal incubations.
Analytical biochemistry.
1999 Aug; 273(1):117-25. doi:
10.1006/abio.1999.4197. [PMID: 10452807] - J Springate, K Chan, H Lu, S Davies, M Taub. Toxicity of ifosfamide and its metabolite chloroacetaldehyde in cultured renal tubule cells.
In vitro cellular & developmental biology. Animal.
1999 Jun; 35(6):314-7. doi:
10.1007/s11626-999-0080-y. [PMID: 10476917] - H Silies, G Blaschke, B Hohenlöchter, R Rossi, H Jürgens, J Boos. Excretion kinetics of ifosfamide side-chain metabolites in children on continuous and short-term infusion.
International journal of clinical pharmacology and therapeutics.
1998 May; 36(5):246-52. doi:
NULL. [PMID: 9629987] - S K Brüggemann, J Kisro, T Wagner. Ifosfamide cytotoxicity on human tumor and renal cells: role of chloroacetaldehyde in comparison to 4-hydroxyifosfamide.
Cancer research.
1997 Jul; 57(13):2676-80. doi:
. [PMID: 9205076] - J E Springate. Ifosfamide metabolite chloroacetaldehyde causes renal dysfunction in vivo.
Journal of applied toxicology : JAT.
1997 Jan; 17(1):75-9. doi:
10.1002/(sici)1099-1263(199701)17:1<75::aid-jat397>3.0.co;2-c. [PMID: 9048231] - G A Pandya, M Moriya. 1,N6-ethenodeoxyadenosine, a DNA adduct highly mutagenic in mammalian cells.
Biochemistry.
1996 Sep; 35(35):11487-92. doi:
10.1021/bi960170h. [PMID: 8784204] - C C Wang, W P McCann, S C Beale. Measurement of adenosine by capillary zone electrophoresis with on-column isotachophoretic preconcentration.
Journal of chromatography. B, Biomedical applications.
1996 Feb; 676(1):19-28. doi:
10.1016/0378-4347(95)00416-5. [PMID: 8852040] - M Gajewska, T Pawiński, A Dzierzgowska-Szmidt, Z Kazimierczuk. Spectrofluorimetric determination of 2-chloro-2'-deoxyadenosine (cladribine) in human plasma by photochemical reaction and chloroacetaldehyde derivatization.
Die Pharmazie.
1995 Jul; 50(7):459-60. doi:
NULL. [PMID: 7675888] - M Mohrmann, N Küpper, B Schönfield, M Brandis. Ifosfamide and mesna: effects on the Na/H exchanger activity in renal epithelial cells in culture (LLC-PK1).
Renal physiology and biochemistry.
1995 May; 18(3):118-27. doi:
10.1159/000173909. [PMID: 7542792] - M J Zamlauski-Tucker, M E Morris, J E Springate. Ifosfamide metabolite chloroacetaldehyde causes Fanconi syndrome in the perfused rat kidney.
Toxicology and applied pharmacology.
1994 Nov; 129(1):170-5. doi:
10.1006/taap.1994.1241. [PMID: 7974492] - C Sood, P J O'Brien. Chloroacetaldehyde-induced hepatocyte cytotoxicity. Mechanisms for cytoprotection.
Biochemical pharmacology.
1994 Aug; 48(5):1025-32. doi:
10.1016/0006-2952(94)90374-3. [PMID: 8093090] - M Mohrmann, S Ansorge, U Schmich, B Schönfeld, M Brandis. Toxicity of ifosfamide, cyclophosphamide and their metabolites in renal tubular cells in culture.
Pediatric nephrology (Berlin, Germany).
1994 Apr; 8(2):157-63. doi:
10.1007/bf00865466. [PMID: 7517170] - C Sood, P J O'Brien. Molecular mechanisms of chloroacetaldehyde-induced cytotoxicity in isolated rat hepatocytes.
Biochemical pharmacology.
1993 Nov; 46(9):1621-6. doi:
10.1016/0006-2952(93)90332-q. [PMID: 8240419] - M Mohrmann, A Pauli, H Walkenhorst, B Schönfeld, M Brandis. Effect of ifosfamide metabolites on sodium-dependent phosphate transport in a model of proximal tubular cells (LLC-PK1) in culture.
Renal physiology and biochemistry.
1993 Nov; 16(6):285-98. doi:
10.1159/000173775. [PMID: 7506438] - G P Kaijser, J H Beijnen, E L Jeunink, A Bult, H J Keizer, J de Kraker, W J Underberg. Determination of chloroacetaldehyde, a metabolite of oxazaphosphorine cytostatic drugs, in plasma.
Journal of chromatography.
1993 May; 614(2):253-9. doi:
10.1016/0378-4347(93)80316-v. [PMID: 8314937] - P G Foiles, L M Miglietta, A Nishikawa, J T Kuśmierek, B Singer, F L Chung. 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.
Carcinogenesis.
1993 Jan; 14(1):113-6. doi:
10.1093/carcin/14.1.113. [PMID: 8425258] - M Mohrmann, A Pauli, M Ritzer, B Schönfeld, B Seifert, M Brandis. Inhibition of sodium-dependent transport systems in LLC-PK1 cells by metabolites of ifosfamide.
Renal physiology and biochemistry.
1992 Nov; 15(6):289-301. doi:
10.1159/000173465. [PMID: 1282722] - F B Daniel, A B DeAngelo, J A Stober, G R Olson, N P Page. Hepatocarcinogenicity of chloral hydrate, 2-chloroacetaldehyde, and dichloroacetic acid in the male B6C3F1 mouse.
Fundamental and applied toxicology : official journal of the Society of Toxicology.
1992 Aug; 19(2):159-68. doi:
10.1016/0272-0590(92)90147-a. [PMID: 1516771] - K Norpoth, M Heger, G Müller, E Mohtashamipur, A Kemena, C Witting. Investigations on metabolism and carcinogenicity of 1,1,2-trichloroethane.
Journal of cancer research and clinical oncology.
1988; 114(2):158-62. doi:
10.1007/bf00417830. [PMID: 3350848]
