N-ethylmaleimide (BioDeep_00001867788)

Main id: BioDeep_00000003450

 


代谢物信息卡片


N-ethylmaleimide

化学式: C6H7NO2 (125.0476762)
中文名称: N-乙基顺丁烯二酰亚胺
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCN1C(=O)C=CC1=O
InChI: InChI=1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3

描述信息

D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D013439 - Sulfhydryl Reagents
D004791 - Enzyme Inhibitors

同义名列表

1 个代谢物同义名

N-ethylmaleimide



数据库引用编号

12 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(97)

PlantCyc(15)

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 Zhang, Quan Yuan, Chaoyang Hu, Xue Sun, Yifu Gong, Nianjun Xu. Characterization of monogalactosyldiacylglycerol synthases in Gracilariopsis lemaneiformis and their potential roles in the fading of the thallus. Journal of phycology. 2023 12; 59(6):1258-1271. doi: 10.1111/jpy.13384. [PMID: 37688517]
  • Ruiling Li, Na Wu, Hui Xue, Binghong Gao, Huilan Liu, Tianfeng Han, Xiaobo Hu, Yonggang Tu, Yan Zhao. Influence and effect mechanism of disulfide bonds linkages between protein-coated lipid droplets and the protein matrix on the physicochemical properties, microstructure, and protein structure of ovalbumin emulsion gels. Colloids and surfaces. B, Biointerfaces. 2023 Jan; 223(?):113182. doi: 10.1016/j.colsurfb.2023.113182. [PMID: 36736177]
  • Norin Chaudhry, Margaux Sica, Satya Surabhi, David Sanchez Hernandez, Ana Mesquita, Adem Selimovic, Ayesha Riaz, Laury Lescat, Hua Bai, Gustavo C MacIntosh, Andreas Jenny. Lamp1 mediates lipid transport, but is dispensable for autophagy in Drosophila. Autophagy. 2022 Oct; 18(10):2443-2458. doi: 10.1080/15548627.2022.2038999. [PMID: 35266854]
  • Yeshveer Singh, Ruby Sharma, Manasi Mishra, Praveen Kumar Verma, Ajay Kumar Saxena. Crystal structure of ArOYE6 reveals a novel C-terminal helical extension and mechanistic insights into the distinct class III OYEs from pathogenic fungi. The FEBS journal. 2022 09; 289(18):5531-5550. doi: 10.1111/febs.16445. [PMID: 35313092]
  • Laiza S Biano, Alan S Oliveira, David N Palmeira, Luis André Silva, Ricardo L C de Albuquerque-Junior, Marcelo C Duarte, Cristiane B Correa, Renata Grespan, Josemar S Batista, Enilton A Camargo. Gastroprotective action of the ethanol extract of Leonurus sibiricus L. (Lamiaceae) in mice. Journal of ethnopharmacology. 2022 Feb; 284(?):114792. doi: 10.1016/j.jep.2021.114792. [PMID: 34737011]
  • 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]
  • Ruihua Xie, Yaqian Li, Zile Zhou, Xiao Pang, Cuiyan Wu, Peng Yin, Haitao Li. A near-infrared excitation/emission fluorescent probe for imaging of endogenous cysteine in living cells and zebrafish. Analytical and bioanalytical chemistry. 2020 Sep; 412(23):5539-5550. doi: 10.1007/s00216-020-02812-4. [PMID: 32681222]
  • Surasa Nagachinta, Guillaume Becker, Sylvestre Dammicco, Maria Elisa Serrano, Natacha Leroi, Mohamed Ali Bahri, Alain Plenevaux, Christian Lemaire, Rafael Lopez, André Luxen, Maria de la Fuente. Radiolabelling of lipid-based nanocarriers with fluorine-18 for in vivo tracking by PET. Colloids and surfaces. B, Biointerfaces. 2020 Apr; 188(?):110793. doi: 10.1016/j.colsurfb.2020.110793. [PMID: 31982792]
  • Yan Qin, Jialong Fan, Wei Yang, Bingbing Shen, Yupei Yang, Qi Zhou, Wenming Chen, Muhammad Daniyal, Feng Xiao, Wen-Bing Sheng, Huanghe Yu, Jiantao Zhou, Wei Wang, Chunyi Tong, Bin Liu. Endogenous Cys-Assisted GSH@AgNCs-rGO Nanoprobe for Real-Time Monitoring of Dynamic Change in GSH Levels Regulated by Natural Drug. Analytical chemistry. 2020 01; 92(2):1988-1996. doi: 10.1021/acs.analchem.9b04374. [PMID: 31802668]
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  • Joanna Podkalicka, Cedric M Blouin. GPMVs as a Tool to Study Caveolin-Interacting Partners. Methods in molecular biology (Clifton, N.J.). 2020; 2169(?):81-88. doi: 10.1007/978-1-0716-0732-9_8. [PMID: 32548821]
  • Wen Zheng, Dongjun Shen, Yadi Pan, Danyang Yi, Yijuan Long, Huzhi Zheng. Enhancing the peroxidase-like activity of ficin by rational blocking thiol groups for colorimetric detection of biothiols. Talanta. 2019 Nov; 204(?):833-839. doi: 10.1016/j.talanta.2019.06.073. [PMID: 31357372]
  • Zhenyu Yao, Yanmin Zhang, Lawrence A Potempa, Ibraheem Rajab, Lianxing Ji, Jianmin Lv, Shanhui Liu, Lin Zhang, Haibin Wu. A redox sensitivity-based method to quantify both pentameric and monomeric C-reactive protein in a single assay. Journal of immunological methods. 2019 07; 470(?):40-45. doi: 10.1016/j.jim.2019.04.009. [PMID: 31034879]
  • Edwige Berthelot, Jean-Luc Macia, Alexandre Martinière, Alexandre Morisset, Romain Gallet, Stéphane Blanc, Mounia Khelifa, Martin Drucker. Pharmacological analysis of transmission activation of two aphid-vectored plant viruses, turnip mosaic virus and cauliflower mosaic virus. Scientific reports. 2019 06; 9(1):9374. doi: 10.1038/s41598-019-45904-7. [PMID: 31253881]
  • María Elena Sánchez-Mendoza, Yaraset López-Lorenzo, Leticia Cruz-Antonio, Audifás-Salvador Matus-Meza, Yolanda Sánchez-Mendoza, Jesús Arrieta. Gastroprotection of Calein D against Ethanol-Induced Gastric Lesions in Mice: Role of Prostaglandins, Nitric Oxide and Sulfhydryls. Molecules (Basel, Switzerland). 2019 Feb; 24(3):. doi: 10.3390/molecules24030622. [PMID: 30754621]
  • Faviola Tavares-Carreón, Xiang Ruan, Amy Ford, Miguel A Valvano. Sulfhydryl Labeling as a Tool to Investigate the Topology of Membrane Proteins Involved in Lipopolysaccharide Biosynthesis. Methods in molecular biology (Clifton, N.J.). 2019; 1954(?):203-213. doi: 10.1007/978-1-4939-9154-9_16. [PMID: 30864134]
  • Derell Hardman, Daniel McFalls, Stylianos Fakas. Characterization of phosphatidic acid phosphatase activity in the oleaginous yeast Yarrowia lipolytica and its role in lipid biosynthesis. Yeast (Chichester, England). 2017 02; 34(2):83-91. doi: 10.1002/yea.3216. [PMID: 27743491]
  • Charlotte H Hurst, Dionne Turnbull, Fiona Plain, William Fuller, Piers A Hemsley. Maleimide scavenging enhances determination of protein S-palmitoylation state in acyl-exchange methods. BioTechniques. 2017 02; 62(2):69-75. doi: 10.2144/000114516. [PMID: 28193150]
  • Mohammad Azam Mansoor, Dag Olav Andersen. In vivo effect of N-ethylmaleimide (NEM) on the measurement of nitrate in plasma. Clinical biochemistry. 2016 Dec; 49(18):1361-1363. doi: 10.1016/j.clinbiochem.2016.07.006. [PMID: 27432156]
  • Sisse Jongberg, Marianne N Lund, David I Pattison, Leif H Skibsted, Michael J Davies. Competitive kinetics as a tool to determine rate constants for reduction of ferrylmyoglobin by food components. Food chemistry. 2016 May; 199(?):36-41. doi: 10.1016/j.foodchem.2015.11.120. [PMID: 26775941]
  • Paulrayer Antonisamy, Mariadhas Valan Arasu, Muniappan Dhanasekaran, Ki Choon Choi, Adithan Aravinthan, Nam Soo Kim, Chang-Won Kang, Jong-Hoon Kim. Protective effects of trigonelline against indomethacin-induced gastric ulcer in rats and potential underlying mechanisms. Food & function. 2016 Jan; 7(1):398-408. doi: 10.1039/c5fo00403a. [PMID: 26499137]
  • Michalis Petropoulos, Georgia Karamolegkou, Eleftheria Rosmaraki, Sotiris Tsakas. Hydrogen peroxide signals E. coli phagocytosis by human polymorphonuclear cells; up-stream and down-stream pathway. Redox biology. 2015 Dec; 6(?):100-105. doi: 10.1016/j.redox.2015.07.004. [PMID: 26204503]
  • Masashi Morita, Misato Kawamichi, Yusuke Shimura, Kosuke Kawaguchi, Shiro Watanabe, Tsuneo Imanaka. Brain microsomal fatty acid elongation is increased in abcd1-deficient mouse during active myelination phase. Metabolic brain disease. 2015 Dec; 30(6):1359-67. doi: 10.1007/s11011-015-9701-1. [PMID: 26108493]
  • Caroline Donzeli Pereira, Naoto Minamino, Toshifumi Takao. Free Thiol of Transthyretin in Human Plasma Most Accessible to Modification/Oxidation. Analytical chemistry. 2015 Nov; 87(21):10785-91. doi: 10.1021/acs.analchem.5b03431. [PMID: 26441309]
  • Teresa Parra, Julio Benites, Lina M Ruiz, Beatriz Sepulveda, Mario Simirgiotis, Carlos Areche. Gastroprotective activity of ent-beyerene derivatives in mice: Effects on gastric secretion, endogenous prostaglandins and non-protein sulfhydryls. Bioorganic & medicinal chemistry letters. 2015 Jul; 25(14):2813-7. doi: 10.1016/j.bmcl.2015.04.095. [PMID: 26009162]
  • Ellen L Berg, Mark A Polokoff, Alison O'Mahony, Dat Nguyen, Xitong Li. Elucidating mechanisms of toxicity using phenotypic data from primary human cell systems--a chemical biology approach for thrombosis-related side effects. International journal of molecular sciences. 2015 Jan; 16(1):1008-29. doi: 10.3390/ijms16011008. [PMID: 25569083]
  • A A Kaplia. [The influence of iron ions on ATP-hydrolases activity of cell membranes of rat colon smooth muscle and kidney]. Ukrainian biochemical journal. 2015 Jan; 87(1):83-90. doi: 10.15407/ubj87.01.083. [PMID: 26036134]
  • Saeeda-S Almarzooqi, Ali-S Alfazari, Hidaya-M Abdul-Kader, Dhanya Saraswathiamma, Alia-S Albawardi, Abdul-Kader Souid. In vitro effects of platinum compounds on renal cellular respiration in mice. International journal of clinical and experimental pathology. 2015; 8(1):81-95. doi: . [PMID: 25755695]
  • Mitchell R Mcgill, Hartmut Jaeschke. A direct comparison of methods used to measure oxidized glutathione in biological samples: 2-vinylpyridine and N-ethylmaleimide. Toxicology mechanisms and methods. 2015; 25(8):589-95. doi: 10.3109/15376516.2015.1094844. [PMID: 26461121]
  • Carlos Areche, Beatriz Sepulveda, Aurelio San Martin, Olimpo Garcia-Beltrán, Mario Simirgiotis, Alvaro Cañete. An unusual mulinane diterpenoid from the Chilean plant Azorella trifurcata (Gaertn) Pers. Organic & biomolecular chemistry. 2014 Sep; 12(33):6406-13. doi: 10.1039/c4ob00966e. [PMID: 25008488]
  • Long Yuan, Wenying Jian, Duxi Zhang, Anne-Françoise Aubry, Mark E Arnold. Application of a stabilizer cocktail of N-ethylmaleimide and phenylmethanesulfonyl fluoride to concurrently stabilize the disulfide and ester containing compounds in a plasma LC-MS/MS assay. Journal of pharmaceutical and biomedical analysis. 2014 Jan; 88(?):552-61. doi: 10.1016/j.jpba.2013.10.014. [PMID: 24211707]
  • Damien Thiry, Remy Francq, Damien Cossement, David Guerin, Dominique Vuillaume, Rony Snyders. Establishment of a derivatization method to quantify thiol function in sulfur-containing plasma polymer films. Langmuir : the ACS journal of surfaces and colloids. 2013 Oct; 29(43):13183-9. doi: 10.1021/la402891t. [PMID: 24066612]
  • Sarah R Beyer, Robert T Mallmann, Isabel Jaenecke, Alice Habermeier, Jean-Paul Boissel, Ellen I Closs. Identification of cysteine residues in human cationic amino acid transporter hCAT-2A that are targets for inhibition by N-ethylmaleimide. The Journal of biological chemistry. 2013 Oct; 288(42):30411-30419. doi: 10.1074/jbc.m113.490698. [PMID: 24019517]
  • Daniela Giustarini, Isabella Dalle-Donne, Aldo Milzani, Paolo Fanti, Ranieri Rossi. Analysis of GSH and GSSG after derivatization with N-ethylmaleimide. Nature protocols. 2013 Sep; 8(9):1660-9. doi: 10.1038/nprot.2013.095. [PMID: 23928499]
  • Quansheng Zhu, Xuesi M Shao, Liyo Kao, Rustam Azimov, Alan M Weinstein, Debra Newman, Weixin Liu, Ira Kurtz. Missense mutation T485S alters NBCe1-A electrogenicity causing proximal renal tubular acidosis. American journal of physiology. Cell physiology. 2013 Aug; 305(4):C392-405. doi: 10.1152/ajpcell.00044.2013. [PMID: 23636456]
  • Birger Wenge, Heinz Bönisch. The role of cysteines and histidins of the norepinephrine transporter. Neurochemical research. 2013 Jul; 38(7):1303-14. doi: 10.1007/s11064-013-1022-3. [PMID: 23525969]
  • Sadamu Kurono, Yuka Kaneko, Satomi Niwayama. Quantitative protein analysis using (13)C7-labeled iodoacetanilide and d5-labeled N-ethylmaleimide by nano liquid chromatography/nanoelectrospray ionization ion trap mass spectrometry. Bioorganic & medicinal chemistry letters. 2013 May; 23(10):3111-8. doi: 10.1016/j.bmcl.2013.02.112. [PMID: 23562245]
  • Ljiljana Menckhoff, Nicole Mielke-Ehret, Friedrich Buck, Mirjana Vuletić, Sabine Lüthje. Plasma membrane-associated malate dehydrogenase of maize (Zea mays L.) roots: native versus recombinant protein. Journal of proteomics. 2013 Mar; 80(?):66-77. doi: 10.1016/j.jprot.2012.12.015. [PMID: 23313174]
  • Yi-Ting Wang, Der-Wan Tzeng, Chun-Yu Wang, Jing-Yin Hong, Jia-Ling Yang. APE1/Ref-1 prevents oxidative inactivation of ERK for G1-to-S progression following lead acetate exposure. Toxicology. 2013 Mar; 305(?):120-9. doi: 10.1016/j.tox.2013.01.010. [PMID: 23370007]
  • Assaf Ben-Yona, Baruch I Kanner. Functional defects in the external and internal thin gates of the γ-aminobutyric acid (GABA) transporter GAT-1 can compensate each other. The Journal of biological chemistry. 2013 Feb; 288(7):4549-56. doi: 10.1074/jbc.m112.430215. [PMID: 23288838]
  • Zeynab Shahmoradi, Fatemeh Tamaskani, Hamid Reza Sadeghipour, Ahmad Abdolzadeh. Redox changes accompanying storage protein mobilization in moist chilled and warm incubated walnut kernels prior to germination. Journal of plant physiology. 2013 Jan; 170(1):6-17. doi: 10.1016/j.jplph.2012.08.014. [PMID: 22989946]
  • Agathe Courteille, Simona Vesa, Ruth Sanz-Barrio, Anne-Claire Cazalé, Noëlle Becuwe-Linka, Immaculada Farran, Michel Havaux, Pascal Rey, Dominique Rumeau. Thioredoxin m4 controls photosynthetic alternative electron pathways in Arabidopsis. Plant physiology. 2013 Jan; 161(1):508-20. doi: 10.1104/pp.112.207019. [PMID: 23151348]
  • Jaison J Omoto, Matthew J Maestas, Ali Rahnama-Vaghef, Ye E Choi, Gerardo Salto, Rachel V Sanchez, Cynthia M Anderson, Sepehr Eskandari. Functional consequences of sulfhydryl modification of the γ-aminobutyric acid transporter 1 at a single solvent-exposed cysteine residue. The Journal of membrane biology. 2012 Dec; 245(12):841-57. doi: 10.1007/s00232-012-9492-9. [PMID: 22918627]
  • Tsuneo Hakoyama, Ryo Oi, Kazuya Hazuma, Eri Suga, Yuka Adachi, Mayumi Kobayashi, Rie Akai, Shusei Sato, Eigo Fukai, Satoshi Tabata, Satoshi Shibata, Guo-Jiang Wu, Yoshihiro Hase, Atsushi Tanaka, Masayoshi Kawaguchi, Hiroshi Kouchi, Yosuke Umehara, Norio Suganuma. The SNARE protein SYP71 expressed in vascular tissues is involved in symbiotic nitrogen fixation in Lotus japonicus nodules. Plant physiology. 2012 Oct; 160(2):897-905. doi: 10.1104/pp.112.200782. [PMID: 22858633]
  • Subhankar Dolai, Tao Liang, Patrick P L Lam, Nestor A Fernandez, Subbulaksmi Chidambaram, Herbert Y Gaisano. Effects of ethanol metabolites on exocytosis of pancreatic acinar cells in rats. Gastroenterology. 2012 Sep; 143(3):832-843.e7. doi: 10.1053/j.gastro.2012.06.011. [PMID: 22710192]
  • Yasuhito Ohsaka, Hoyoku Nishino. Cooling-increased phospho-β-arrestin-1 and β-arrestin-1 expression levels in 3T3-L1 adipocytes. Cryobiology. 2012 Aug; 65(1):12-20. doi: 10.1016/j.cryobiol.2012.03.001. [PMID: 22465333]
  • Carlos Vera-Arzave, Leticia Cruz Antonio, Jesús Arrieta, Gerardo Cruz-Hernández, Antonio Magdiel Velasquez-Mendez, Adelfo Reyes-Ramírez, María Elena Sánchez-Mendoza. Gastroprotection of suaveolol, isolated from Hyptis suaveolens, against ethanol-induced gastric lesions in Wistar rats: role of prostaglandins, nitric oxide and sulfhydryls. Molecules (Basel, Switzerland). 2012 Jul; 17(8):8917-27. doi: 10.3390/molecules17088917. [PMID: 22836211]
  • James R Springstead, B Gabriel Gugiu, Sangderk Lee, Seung Cha, Andrew D Watson, Judith A Berliner. Evidence for the importance of OxPAPC interaction with cysteines in regulating endothelial cell function. Journal of lipid research. 2012 Jul; 53(7):1304-15. doi: 10.1194/jlr.m025320. [PMID: 22550136]
  • Erfan Nur, Dees P Brandjes, Tom Teerlink, Hans-Martin Otten, Ronald P J Oude Elferink, Frits Muskiet, Ludo M Evers, Hugo ten Cate, Bart J Biemond, Ashley J Duits, John-John B Schnog. N-acetylcysteine reduces oxidative stress in sickle cell patients. Annals of hematology. 2012 Jul; 91(7):1097-105. doi: 10.1007/s00277-011-1404-z. [PMID: 22318468]
  • Katja Heinig, Franz Bucheli, Olaf Kuhlmann, Manfred Zell, Axel Pähler, Elke Zwanziger, Günter Gross, Joseph Tardio, Tomohiro Ishikawa, Tomoko Yamashita. Determination of dalcetrapib by liquid chromatography-tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2012 Jul; 66(?):314-24. doi: 10.1016/j.jpba.2012.03.056. [PMID: 22541249]
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