TPEN (BioDeep_00000391517)

   


代谢物信息卡片


N,N,N,N-Tetrakis(2-pyridylmethyl)ethylenediamine

化学式: C26H28N6 (424.2375328)
中文名称: N,N,N,N-四(2-吡啶甲基)乙二胺
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC=NC(=C1)CN(CCN(CC2=CC=CC=N2)CC3=CC=CC=N3)CC4=CC=CC=N4
InChI: InChI=1S/C26H28N6/c1-5-13-27-23(9-1)19-31(20-24-10-2-6-14-28-24)17-18-32(21-25-11-3-7-15-29-25)22-26-12-4-8-16-30-26/h1-16H,17-22H2

描述信息

D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D002800 - Cholinesterase Inhibitors
D064449 - Sequestering Agents > D002614 - Chelating Agents
D004791 - Enzyme Inhibitors

同义名列表

2 个代谢物同义名

N,N,N,N-Tetrakis(2-pyridylmethyl)ethylenediamine; TPEN



数据库引用编号

5 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(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

  • Ting Wang, Kaiju Xu, Liyun Zhao, Rongsheng Tong, Liang Xiong, Jianyou Shi. Recent research and development of NDM-1 inhibitors. European journal of medicinal chemistry. 2021 Nov; 223(?):113667. doi: 10.1016/j.ejmech.2021.113667. [PMID: 34225181]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Jessica Baesler, Johannes F Kopp, Gabriele Pohl, Michael Aschner, Hajo Haase, Tanja Schwerdtle, Julia Bornhorst. Zn homeostasis in genetic models of Parkinson's disease in Caenorhabditis elegans. Journal of trace elements in medicine and biology : organ of the Society for Minerals and Trace Elements (GMS). 2019 Sep; 55(?):44-49. doi: 10.1016/j.jtemb.2019.05.005. [PMID: 31345364]
  • Lin Ren, Masoumeh Dowlatshahi Pour, Per Malmberg, Andrew G Ewing. Altered Lipid Composition of Secretory Cells Following Exposure to Zinc Can Be Correlated to Changes in Exocytosis. Chemistry (Weinheim an der Bergstrasse, Germany). 2019 Apr; 25(21):5406-5411. doi: 10.1002/chem.201900010. [PMID: 30762272]
  • Clintoria R Williams, Monisha Mistry, Aswathy M Cheriyan, Jasmine M Williams, Meagan K Naraine, Carla L Ellis, Rickta Mallick, Abinash C Mistry, Jennifer L Gooch, Benjamin Ko, Hui Cai, Robert S Hoover. Zinc deficiency induces hypertension by promoting renal Na+ reabsorption. American journal of physiology. Renal physiology. 2019 04; 316(4):F646-F653. doi: 10.1152/ajprenal.00487.2018. [PMID: 30649891]
  • B-H Bin, S-H Lee, J Bhin, T Irié, S Kim, J Seo, K Mishima, T R Lee, D Hwang, T Fukada, E-G Cho. The epithelial zinc transporter ZIP10 epigenetically regulates human epidermal homeostasis by modulating histone acetyltransferase activity. The British journal of dermatology. 2019 04; 180(4):869-880. doi: 10.1111/bjd.17339. [PMID: 30339739]
  • Tomoka Ozaki, Junki Matsuoka, Maho Tsubota, Shiori Tomita, Fumiko Sekiguchi, Takeshi Minami, Atsufumi Kawabata. Zinc deficiency promotes cystitis-related bladder pain by enhancing function and expression of Cav3.2 in mice. Toxicology. 2018 01; 393(?):102-112. doi: 10.1016/j.tox.2017.11.012. [PMID: 29129814]
  • Viviana Soto-Mercado, Miguel Mendivil-Perez, Claudia Urueña-Pinzon, Susana Fiorentino, Carlos Velez-Pardo, Marlene Jimenez-Del-Rio. TPEN Exerts Antitumor Efficacy in Murine Mammary Adenocarcinoma Through an H2O2 Signaling Mechanism Dependent on Caspase-3. Anti-cancer agents in medicinal chemistry. 2018; 18(11):1617-1628. doi: 10.2174/1871520618666180426111520. [PMID: 29697031]
  • Jason A Justice, Anthony J Schulien, Kai He, Karen A Hartnett, Elias Aizenman, Niyathi H Shah. Disruption of KV2.1 somato-dendritic clusters prevents the apoptogenic increase of potassium currents. Neuroscience. 2017 06; 354(?):158-167. doi: 10.1016/j.neuroscience.2017.04.034. [PMID: 28461216]
  • Luisa Rojas-Valencia, Carlos Velez-Pardo, Marlene Jimenez-Del-Rio. Metal chelator TPEN selectively induces apoptosis in K562 cells through reactive oxygen species signaling mechanism: implications for chronic myeloid leukemia. Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine. 2017 06; 30(3):405-421. doi: 10.1007/s10534-017-0015-0. [PMID: 28409295]
  • Cheng Qian, Robert A Colvin. Zinc flexes its muscle: Correcting a novel analysis of calcium for zinc interference uncovers a method to measure zinc. The Journal of general physiology. 2016 Jan; 147(1):95-102. doi: 10.1085/jgp.201511493. [PMID: 26712852]
  • Sunil Kumar Kansal, Uma Jyoti, Samridhi Sharma, Arun Kaura, Rahul Deshmukh, Sandeep Goyal. Effect of zinc supplements in the attenuated cardioprotective effect of ischemic preconditioning in hyperlipidemic rat heart. Naunyn-Schmiedeberg's archives of pharmacology. 2015 Jun; 388(6):635-41. doi: 10.1007/s00210-015-1105-6. [PMID: 25743572]
  • Thomas Chi, Man Su Kim, Sven Lang, Neelanjan Bose, Arnold Kahn, Lawrence Flechner, Sarah D Blaschko, Tiffany Zee, Gulinuer Muteliefu, Nichole Bond, Marysia Kolipinski, Sirine C Fakra, Neil Mandel, Joe Miller, Arvind Ramanathan, David W Killilea, Katja Brückner, Pankaj Kapahi, Marshall L Stoller. A Drosophila model identifies a critical role for zinc in mineralization for kidney stone disease. PloS one. 2015; 10(5):e0124150. doi: 10.1371/journal.pone.0124150. [PMID: 25970330]
  • Jianbin Wang, Tim Binks, Coral G Warr, Richard Burke. Vacuolar-type H(+)-ATPase subunits and the neurogenic protein big brain are required for optimal copper and zinc uptake. Metallomics : integrated biometal science. 2014 Nov; 6(11):2100-8. doi: 10.1039/c4mt00196f. [PMID: 25209718]
  • Rhys Hamon, Claire C Homan, Hai B Tran, Violet R Mukaro, Susan E Lester, Eugene Roscioli, Mariea D Bosco, Chiara M Murgia, Margaret Leigh Ackland, Hubertus P Jersmann, Carol Lang, Peter D Zalewski, Sandra J Hodge. Zinc and zinc transporters in macrophages and their roles in efferocytosis in COPD. PloS one. 2014; 9(10):e110056. doi: 10.1371/journal.pone.0110056. [PMID: 25350745]
  • Zhelong Xu, Seokjae Kim, Jin Huh. Zinc plays a critical role in the cardioprotective effect of postconditioning by enhancing the activation of the RISK pathway in rat hearts. Journal of molecular and cellular cardiology. 2014 Jan; 66(?):12-7. doi: 10.1016/j.yjmcc.2013.10.016. [PMID: 24184997]
  • David B Briggs, Rebecca M Giron, Karina Schnittker, Madeline V Hart, Chad K Park, Andrew C Hausrath, Tsu-Shuen Tsao. Zinc enhances adiponectin oligomerization to octadecamers but decreases the rate of disulfide bond formation. Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine. 2012 Apr; 25(2):469-86. doi: 10.1007/s10534-012-9519-9. [PMID: 22234497]
  • Julien Gibon, Pierre Richaud, Alexandre Bouron. Hyperforin changes the zinc-storage capacities of brain cells. Neuropharmacology. 2011 Dec; 61(8):1321-6. doi: 10.1016/j.neuropharm.2011.08.002. [PMID: 21854792]
  • Youichirou Higashi, Shohei Segawa, Takaaki Matsuo, Shogo Nakamura, Yukiko Kikkawa, Kentaro Nishida, Kazuki Nagasawa. Microglial zinc uptake via zinc transporters induces ATP release and the activation of microglia. Glia. 2011 Dec; 59(12):1933-45. doi: 10.1002/glia.21235. [PMID: 22253048]
  • Louis A Lichten, Moon-Suhn Ryu, Liang Guo, Jennifer Embury, Robert J Cousins. MTF-1-mediated repression of the zinc transporter Zip10 is alleviated by zinc restriction. PloS one. 2011; 6(6):e21526. doi: 10.1371/journal.pone.0021526. [PMID: 21738690]
  • Da Hee Oh, Jun Soo Bang, Hyun Mi Choi, Hyung-In Yang, Myung Chul Yoo, Kyoung Soo Kim. Fetal bovine serum requirement for pyrrolidine dithiocarbamate-induced apoptotic cell death of MCF-7 breast tumor cells. European journal of pharmacology. 2010 Dec; 649(1-3):135-9. doi: 10.1016/j.ejphar.2010.09.048. [PMID: 20868670]
  • Rachel McIntosh, Sungryul Lee, Andrew J Ghio, Jinkun Xi, Min Zhu, Xiangjun Shen, Guillaume Chanoit, David A Zvara, Zhelong Xu. The critical role of intracellular zinc in adenosine A(2) receptor activation induced cardioprotection against reperfusion injury. Journal of molecular and cellular cardiology. 2010 Jul; 49(1):41-7. doi: 10.1016/j.yjmcc.2010.02.001. [PMID: 20144616]
  • Andrea Gerbino, Lucantonio Debellis, Rosa Caroppo, Silvana Curci, Matilde Colella. Cadmium inhibits acid secretion in stimulated frog gastric mucosa. Toxicology and applied pharmacology. 2010 Jun; 245(2):264-71. doi: 10.1016/j.taap.2010.03.010. [PMID: 20307561]
  • Mónika Sztretye, János Almássy, Tamás Deli, Péter Szentesi, Carole Jung, Beatrix Dienes, Cecilia A Simut, Ernst Niggli, István Jona, László Csernoch. Altered sarcoplasmic reticulum calcium transport in the presence of the heavy metal chelator TPEN. Cell calcium. 2009 Nov; 46(5-6):347-55. doi: 10.1016/j.ceca.2009.10.002. [PMID: 19900703]
  • Xinqin Kang, Wei Zhong, Jie Liu, Zhenyuan Song, Craig J McClain, Y James Kang, Zhanxiang Zhou. Zinc supplementation reverses alcohol-induced steatosis in mice through reactivating hepatocyte nuclear factor-4alpha and peroxisome proliferator-activated receptor-alpha. Hepatology (Baltimore, Md.). 2009 Oct; 50(4):1241-50. doi: 10.1002/hep.23090. [PMID: 19637192]
  • Yuliya V Medvedeva, Bin Lin, C William Shuttleworth, John H Weiss. Intracellular Zn2+ accumulation contributes to synaptic failure, mitochondrial depolarization, and cell death in an acute slice oxygen-glucose deprivation model of ischemia. The Journal of neuroscience : the official journal of the Society for Neuroscience. 2009 Jan; 29(4):1105-14. doi: 10.1523/jneurosci.4604-08.2009. [PMID: 19176819]
  • Boris K Pliyev. Activated human neutrophils rapidly release the chemotactically active D2D3 form of the urokinase-type plasminogen activator receptor (uPAR/CD87). Molecular and cellular biochemistry. 2009 Jan; 321(1-2):111-22. doi: 10.1007/s11010-008-9925-z. [PMID: 18830568]
  • Yan Qin, Dustin Thomas, Charles P Fontaine, Robert A Colvin. Mechanisms of Zn2+ efflux in cultured cortical neurons. Journal of neurochemistry. 2008 Dec; 107(5):1304-13. doi: 10.1111/j.1471-4159.2008.05700.x. [PMID: 18808447]
  • Huiyun Shen, Elizabeth Oesterling, Arnold Stromberg, Michal Toborek, Ruth MacDonald, Bernhard Hennig. Zinc deficiency induces vascular pro-inflammatory parameters associated with NF-kappaB and PPAR signaling. Journal of the American College of Nutrition. 2008 Oct; 27(5):577-87. doi: 10.1080/07315724.2008.10719741. [PMID: 18845708]
  • Andreas Helmersson, Sara von Arnold, Peter V Bozhkov. The level of free intracellular zinc mediates programmed cell death/cell survival decisions in plant embryos. Plant physiology. 2008 Jul; 147(3):1158-67. doi: 10.1104/pp.108.122598. [PMID: 18508953]
  • Ujala Rana, Rajendra Kothinti, Jeffrey Meeusen, Niloofar M Tabatabai, Susan Krezoski, David H Petering. Zinc binding ligands and cellular zinc trafficking: apo-metallothionein, glutathione, TPEN, proteomic zinc, and Zn-Sp1. Journal of inorganic biochemistry. 2008 Mar; 102(3):489-99. doi: 10.1016/j.jinorgbio.2007.10.030. [PMID: 18171589]
  • Robert A Colvin, Ashley I Bush, Irene Volitakis, Charles P Fontaine, Dustin Thomas, Kazuya Kikuchi, William R Holmes. Insights into Zn2+ homeostasis in neurons from experimental and modeling studies. American journal of physiology. Cell physiology. 2008 Mar; 294(3):C726-42. doi: 10.1152/ajpcell.00541.2007. [PMID: 18184873]
  • Kelly A Jackson, Rachel M Helston, Jill A McKay, Elaine D O'Neill, John C Mathers, Dianne Ford. Splice variants of the human zinc transporter ZnT5 (SLC30A5) are differentially localized and regulated by zinc through transcription and mRNA stability. The Journal of biological chemistry. 2007 Apr; 282(14):10423-31. doi: 10.1074/jbc.m610535200. [PMID: 17234632]
  • C Jung, A V Zima, P Szentesi, I Jona, L A Blatter, E Niggli. Ca2+ release from the sarcoplasmic reticulum activated by the low affinity Ca2+ chelator TPEN in ventricular myocytes. Cell calcium. 2007 Feb; 41(2):187-94. doi: 10.1016/j.ceca.2006.06.009. [PMID: 16920191]
  • Young-Eun Cho, Ria-Ann R Lomeda, Sang-Hoon Ryu, Jong-Hwa Lee, John H Beattie, In-Sook Kwun. Cellular Zn depletion by metal ion chelators (TPEN, DTPA and chelex resin) and its application to osteoblastic MC3T3-E1 cells. Nutrition research and practice. 2007; 1(1):29-35. doi: 10.4162/nrp.2007.1.1.29. [PMID: 20535382]
  • Scott A Sinclair, Sarah M Sherson, Renée Jarvis, James Camakaris, Christopher S Cobbett. The use of the zinc-fluorophore, Zinpyr-1, in the study of zinc homeostasis in Arabidopsis roots. The New phytologist. 2007; 174(1):39-45. doi: 10.1111/j.1469-8137.2007.02030.x. [PMID: 17335495]
  • Koki Kabu, Satoru Yamasaki, Daisuke Kamimura, Yukitaka Ito, Aiko Hasegawa, Emi Sato, Hidemitsu Kitamura, Keigo Nishida, Toshio Hirano. Zinc is required for Fc epsilon RI-mediated mast cell activation. Journal of immunology (Baltimore, Md. : 1950). 2006 Jul; 177(2):1296-305. doi: 10.4049/jimmunol.177.2.1296. [PMID: 16818790]
  • Murat Ayaz, Belma Turan. Selenium prevents diabetes-induced alterations in [Zn2+]i and metallothionein level of rat heart via restoration of cell redox cycle. American journal of physiology. Heart and circulatory physiology. 2006 Mar; 290(3):H1071-80. doi: 10.1152/ajpheart.00754.2005. [PMID: 16214842]
  • S Nusetti, F Obregón, M Quintal, Z Benzo, L Lima. Taurine and zinc modulate outgrowth from goldfish retinal explants. Neurochemical research. 2005 Dec; 30(12):1483-92. doi: 10.1007/s11064-005-8825-9. [PMID: 16362767]
  • Gerardo A De Blas, Carlos M Roggero, Claudia N Tomes, Luis S Mayorga. Dynamics of SNARE assembly and disassembly during sperm acrosomal exocytosis. PLoS biology. 2005 Oct; 3(10):e323. doi: 10.1371/journal.pbio.0030323. [PMID: 16131227]
  • Albena T Dinkova-Kostova, W David Holtzclaw, Nobunao Wakabayashi. Keap1, the sensor for electrophiles and oxidants that regulates the phase 2 response, is a zinc metalloprotein. Biochemistry. 2005 May; 44(18):6889-99. doi: 10.1021/bi047434h. [PMID: 15865434]
  • Shingo Saito, Satoru Sasamura, Suwaru Hoshi. Simultaneous detection of [metal(II)-tpen]2+ as kinetically inert cationic complexes using pre-capillary derivatization electrophoresis: an application to biological samples. The Analyst. 2005 May; 130(5):659-63. doi: 10.1039/b417394e. [PMID: 15852134]
  • Fudi Wang, Byung-Eun Kim, Michael J Petris, David J Eide. The mammalian Zip5 protein is a zinc transporter that localizes to the basolateral surface of polarized cells. The Journal of biological chemistry. 2004 Dec; 279(49):51433-41. doi: 10.1074/jbc.m408361200. [PMID: 15322118]
  • Joanne E Carter, Ai Q Truong-Tran, Dion Grosser, Lien Ho, Richard E Ruffin, Peter D Zalewski. Involvement of redox events in caspase activation in zinc-depleted airway epithelial cells. Biochemical and biophysical research communications. 2002 Oct; 297(4):1062-70. doi: 10.1016/s0006-291x(02)02292-1. [PMID: 12359264]
  • Shuhei Sakaguchi, Yukisumi Iizuka, Shinobu Furusawa, Masaaki Ishikawa, Susumu Satoh, Motoaki Takayanagi. Role of Zn(2+) in oxidative stress caused by endotoxin challenge. European journal of pharmacology. 2002 Sep; 451(3):309-16. doi: 10.1016/s0014-2999(02)02223-9. [PMID: 12242093]
  • Robert A Colvin. pH dependence and compartmentalization of zinc transported across plasma membrane of rat cortical neurons. American journal of physiology. Cell physiology. 2002 Feb; 282(2):C317-29. doi: 10.1152/ajpcell.00143.2001. [PMID: 11788343]
  • Michael L Leski, Linda C Hassinger, Stacey L Valentine, Jesse D Baer, Joseph T Coyle. L-type calcium channels reduce ROS generation in cerebellar granule cells following kainate exposure. Synapse (New York, N.Y.). 2002 Jan; 43(1):30-41. doi: 10.1002/syn.10015. [PMID: 11746731]
  • Z L Tang, K Wasserloos, C M St Croix, B R Pitt. Role of zinc in pulmonary endothelial cell response to oxidative stress. American journal of physiology. Lung cellular and molecular physiology. 2001 Jul; 281(1):L243-9. doi: 10.1152/ajplung.2001.281.1.l243. [PMID: 11404267]
  • T N Meyer, C Schwesinger, J Ye, B M Denker, S K Nigam. Reassembly of the tight junction after oxidative stress depends on tyrosine kinase activity. The Journal of biological chemistry. 2001 Jun; 276(25):22048-55. doi: 10.1074/jbc.m011477200. [PMID: 11294856]
  • H Iwasaki, Y Mori, Y Hara, K Uchida, H Zhou, K Mikoshiba. 2-Aminoethoxydiphenyl borate (2-APB) inhibits capacitative calcium entry independently of the function of inositol 1,4,5-trisphosphate receptors. Receptors & channels. 2001; 7(6):429-39. doi: . [PMID: 11918346]
  • Y H Bae, J Y Hwang, Y H Kim, J Y Koh. Anti-oxidative neuroprotection by estrogens in mouse cortical cultures. Journal of Korean medical science. 2000 Jun; 15(3):327-36. doi: 10.3346/jkms.2000.15.3.327. [PMID: 10895977]
  • B S Hostager, I M Catlett, G A Bishop. Recruitment of CD40 and tumor necrosis factor receptor-associated factors 2 and 3 to membrane microdomains during CD40 signaling. The Journal of biological chemistry. 2000 May; 275(20):15392-8. doi: 10.1074/jbc.m909520199. [PMID: 10748139]
  • P Meerarani, P Ramadass, M Toborek, H C Bauer, H Bauer, B Hennig. Zinc protects against apoptosis of endothelial cells induced by linoleic acid and tumor necrosis factor alpha. The American journal of clinical nutrition. 2000 Jan; 71(1):81-7. doi: 10.1093/ajcn/71.1.81. [PMID: 10617950]
  • M Adler, H Shafer, T Hamilton, J P Petrali. Cytotoxic actions of the heavy metal chelator TPEN on NG108-15 neuroblastoma-glioma cells. Neurotoxicology. 1999 Aug; 20(4):571-82. doi: NULL. [PMID: 10499356]
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