(RS)-AMPA (BioDeep_00001874297)

Main id: BioDeep_00000009501

 


代谢物信息卡片


alpha-AMINO-3-HYDROXY-5-METHYL-4-ISOXAZOLEPROPIONIC ACID

化学式: C7H10N2O4 (186.064054)
中文名称: (R,S)-Α-氨基-3-羟基-5-甲基-4-异恶唑丙酸, (±)-Α-氨基-3-羟基-5-甲基异恶唑-4-丙酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=C(C(=O)NO1)CC(C(=O)O)N
InChI: InChI=1S/C7H10N2O4/c1-3-4(6(10)9-13-3)2-5(8)7(11)12/h5H,2,8H2,1H3,(H,9,10)(H,11,12)

描述信息

D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018690 - Excitatory Amino Acid Agonists
(RS)-AMPA ((±)-AMPA) is a glutamate analogue and a potent and selective excitatory neurotransmitter L-glutamic acid agonist. (RS)-AMPA does not interfere with binding sites for kainic acid or NMDA receptors[1][2].

同义名列表

5 个代谢物同义名

alpha-AMINO-3-HYDROXY-5-METHYL-4-ISOXAZOLEPROPIONIC ACID; (R,S)-AMPA(mM/ml); (RS)-AMPA; ampa; (±)-AMPA



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(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

  • Ying Gong, Maojun Gong. Sensitive detection of herbicide residues using field-amplified sample injection coupled with electrokinetic supercharging in flow-gated capillary electrophoresis. Analytical methods : advancing methods and applications. 2024 Apr; 16(14):2025-2032. doi: 10.1039/d3ay01950k. [PMID: 38516858]
  • Zijian Li, Peter Fantke. Including the bioconcentration of pesticide metabolites in plant uptake modeling. Environmental science. Processes & impacts. 2023 Sep; ?(?):. doi: 10.1039/d3em00266g. [PMID: 37772314]
  • Spencer R Moller, Adam F Wallace, Rumana Zahir, Abrar Quadery, Deb P Jaisi. Effect of temperature on the degradation of glyphosate by Mn-oxide: Products and pathways of degradation. Journal of hazardous materials. 2023 Sep; 461(?):132467. doi: 10.1016/j.jhazmat.2023.132467. [PMID: 37716266]
  • Weronika Krzeszowiec, Aleksandra Lewandowska, Jan Jakub Lyczakowski, Kateryna Bebko, Sandra S Scholz, Halina Gabryś. Two types of GLR channels cooperate differently in light and dark growth of Arabidopsis seedlings. BMC plant biology. 2023 Jul; 23(1):358. doi: 10.1186/s12870-023-04367-9. [PMID: 37442951]
  • Peter Kiplangʼat Koech, Gergely Jócsák, Imre Boldizsár, Kinga Moldován, Sándor Borbély, Ildikó Világi, Arpád Dobolyi, Petra Varró. Anti-glutamatergic Effects of Three Lignan Compounds: Arctigenin, Matairesinol and Trachelogenin - An ex vivo Study on Rat Brain Slices. Planta medica. 2023 Feb; ?(?):. doi: 10.1055/a-2005-5497. [PMID: 36592636]
  • Imane Berni, Aziza Menouni, Matteo Creta, Ibrahim El Ghazi, Radu-Corneliu Duca, Lode Godderis, Samir El Jaafari. Exposure of children to glyphosate in Morocco: Urinary levels and predictors of exposure. Environmental research. 2023 01; 217(?):114868. doi: 10.1016/j.envres.2022.114868. [PMID: 36417941]
  • Martin Andreas Amberger, Markus Schröder, Jürgen Kuballa, Eckard Jantzen. Direct determination of glyphosate, aminomethylphosphonic acid and glufosinate in food samples with ion chromatography coupled to electrospray ionization tandem mass spectrometry. Journal of chromatography. A. 2023 Jan; 1687(?):463631. doi: 10.1016/j.chroma.2022.463631. [PMID: 36446262]
  • Meichen Wang, Kelly J Rivenbark, Timothy D Phillips. Adsorption and detoxification of glyphosate and aminomethylphosphonic acid by montmorillonite clays. Environmental science and pollution research international. 2023 Jan; 30(5):11417-11430. doi: 10.1007/s11356-022-22927-8. [PMID: 36097303]
  • Marcelo Pedrosa Gomes, Mariana Perez Dos Santos, Patricia Lawane de Freitas, Ana Marta Schafaschek, Emily Nentwing de Barros, Rafael Shinji Akiyama Kitamura, Volnei Paulete, Mario Antônio Navarro-Silva. The aquatic macrophyte Salvinia molesta mitigates herbicides (glyphosate and aminomethylphosphonic acid) effects to aquatic invertebrates. Environmental science and pollution research international. 2023 Jan; 30(5):12348-12361. doi: 10.1007/s11356-022-23012-w. [PMID: 36109480]
  • Wei Sun, Yang Yang, Xiao Chen, Yazi Mei, Xiaoliang Li, Lei An. Prenatal cyanuric acid exposure disrupts cognitive flexibility and mGluR1-mediated hippocampal long-term depression in male rats. Toxicology letters. 2022 Nov; 370(?):74-84. doi: 10.1016/j.toxlet.2022.09.012. [PMID: 36152796]
  • Mengjie Qu, Longtao Wang, Qiang Xu, Jiaqi An, Yunjun Mei, Guanglong Liu. Influence of glyphosate and its metabolite aminomethylphosphonic acid on aquatic plants in different ecological niches. Ecotoxicology and environmental safety. 2022 Nov; 246(?):114155. doi: 10.1016/j.ecoenv.2022.114155. [PMID: 36206639]
  • Amaranatha Reddy Vennapusa, Subham Agarwal, Hanumanth Rao Hm, Thiagarayaselvam Aarthy, K C Babitha, Hirekodathakallu V Thulasiram, Mahesh J Kulkarni, Kalpalatha Melmaiee, Chinta Sudhakar, M Udayakumar, Ramu S Vemanna. Stacking herbicide detoxification and resistant genes improves glyphosate tolerance and reduces phytotoxicity in tobacco (Nicotiana tabacum L.) and rice (Oryza sativa L.). Plant physiology and biochemistry : PPB. 2022 Oct; 189(?):126-138. doi: 10.1016/j.plaphy.2022.08.025. [PMID: 36084528]
  • Konstantinos C Makris, Nikolaos Efthymiou, Corina Konstantinou, Elena Anastasi, Greet Schoeters, Marike Kolossa-Gehring, Andromachi Katsonouri. Oxidative stress of glyphosate, AMPA and metabolites of pyrethroids and chlorpyrifos pesticides among primary school children in Cyprus. Environmental research. 2022 09; 212(Pt B):113316. doi: 10.1016/j.envres.2022.113316. [PMID: 35439459]
  • Timothy A Troppoli, Panos Zanos, Polymnia Georgiou, Todd D Gould, Uwe Rudolph, Scott M Thompson. Negative Allosteric Modulation of Gamma-Aminobutyric Acid A Receptors at α5 Subunit-Containing Benzodiazepine Sites Reverses Stress-Induced Anhedonia and Weakened Synaptic Function in Mice. Biological psychiatry. 2022 08; 92(3):216-226. doi: 10.1016/j.biopsych.2021.11.024. [PMID: 35120711]
  • M Cellier, N Anthony, C Bruneau, A Descatha. Determination of Glyphosate and AMPA in Blood Can Predict the Severity of Acute Glyphosate Herbicide Poisoning. Laboratory medicine. 2022 Jul; 53(4):394-398. doi: 10.1093/labmed/lmac002. [PMID: 35150270]
  • Wei Han, Jiannan Ma, Li Jiang, Min Cheng. Fulminant anti-α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor GluR1 antibodies encephalitis in a Chinese boy: a case report. BMC pediatrics. 2022 05; 22(1):287. doi: 10.1186/s12887-022-03356-5. [PMID: 35581601]
  • Vanessa Grenier, Matthieu Moingt, Marc Lucotte, Frederic E Pitre. Dissipation and effect of glyphosate during composting of organic wastes. Journal of environmental quality. 2022 May; 51(3):399-410. doi: 10.1002/jeq2.20335. [PMID: 35147980]
  • Zhong-Min Li, Kurunthachalam Kannan. A Method for the Analysis of Glyphosate, Aminomethylphosphonic Acid, and Glufosinate in Human Urine Using Liquid Chromatography-Tandem Mass Spectrometry. International journal of environmental research and public health. 2022 04; 19(9):. doi: 10.3390/ijerph19094966. [PMID: 35564359]
  • Gang Wang, Clara Woods, Megan A Johnson, Teresa A Milner, Michael J Glass. Angiotensin II Infusion Results in Both Hypertension and Increased AMPA GluA1 Signaling in Hypothalamic Paraventricular Nucleus of Male but not Female Mice. Neuroscience. 2022 03; 485(?):129-144. doi: 10.1016/j.neuroscience.2021.12.041. [PMID: 34999197]
  • Charlotte Cosemans, Nicolas Van Larebeke, Bram G Janssen, Dries S Martens, Willy Baeyens, Liesbeth Bruckers, Elly Den Hond, Dries Coertjens, Vera Nelen, Greet Schoeters, Hans-Wolfgang Hoppe, Esther Wolfs, Karen Smeets, Tim S Nawrot, Michelle Plusquin. Glyphosate and AMPA exposure in relation to markers of biological aging in an adult population-based study. International journal of hygiene and environmental health. 2022 03; 240(?):113895. doi: 10.1016/j.ijheh.2021.113895. [PMID: 34883335]
  • R C Dos-Santos, T Vilhena-Franco, L C Reis, L L K Elias, J Antunes-Rodrigues, A S Mecawi. AMPA and angiotensin type 1 receptors are necessary for hemorrhage-induced vasopressin secretion. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas. 2022; 55(?):e11635. doi: 10.1590/1414-431x2021e11635. [PMID: 35137852]
  • Pablo Ruiz, Pablo Dualde, Clara Coscollà, Sandra F Fernández, Elvira Carbonell, Vicent Yusà. Biomonitoring of glyphosate and AMPA in the urine of Spanish lactating mothers. The Science of the total environment. 2021 Dec; 801(?):149688. doi: 10.1016/j.scitotenv.2021.149688. [PMID: 34425442]
  • Nora Lemke, Aline Murawski, Maria I H Schmied-Tobies, Enrico Rucic, Hans-Wolfgang Hoppe, André Conrad, Marike Kolossa-Gehring. Glyphosate and aminomethylphosphonic acid (AMPA) in urine of children and adolescents in Germany - Human biomonitoring results of the German Environmental Survey 2014-2017 (GerES V). Environment international. 2021 11; 156(?):106769. doi: 10.1016/j.envint.2021.106769. [PMID: 34274860]
  • Letizia Zanetti, Maria Regoni, Elena Ratti, Flavia Valtorta, Jenny Sassone. Presynaptic AMPA Receptors in Health and Disease. Cells. 2021 08; 10(9):. doi: 10.3390/cells10092260. [PMID: 34571906]
  • Atsushi Suzuki, Akiyoshi Kunugi, Yasukazu Tajima, Noriko Suzuki, Motohisa Suzuki, Masashi Toyofuku, Haruhiko Kuno, Satoshi Sogabe, Yohei Kosugi, Yasuyuki Awasaki, Tomohiro Kaku, Haruhide Kimura. Strictly regulated agonist-dependent activation of AMPA-R is the key characteristic of TAK-653 for robust synaptic responses and cognitive improvement. Scientific reports. 2021 07; 11(1):14532. doi: 10.1038/s41598-021-93888-0. [PMID: 34267258]
  • Shiyang Huang, Can Zheng, Guoguang Xie, Zhanming Song, Pingzhang Wang, Yun Bai, Dixin Chen, Yan Zhang, Ping Lv, Weiwei Liang, Shaoping She, Qingqing Li, Zhongtian Liu, Yun Wang, Guo-Gang Xing, Ying Wang. FAM19A5/TAFA5, a novel neurokine, plays a crucial role in depressive-like and spatial memory-related behaviors in mice. Molecular psychiatry. 2021 06; 26(6):2363-2379. doi: 10.1038/s41380-020-0720-x. [PMID: 32317715]
  • 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]
  • Giulia Fani, Benedetta Mannini, Giulia Vecchi, Roberta Cascella, Cristina Cecchi, Christopher M Dobson, Michele Vendruscolo, Fabrizio Chiti. Aβ Oligomers Dysregulate Calcium Homeostasis by Mechanosensitive Activation of AMPA and NMDA Receptors. ACS chemical neuroscience. 2021 02; 12(4):766-781. doi: 10.1021/acschemneuro.0c00811. [PMID: 33538575]
  • Santosh Rijal, Dong Hyu Cho, Seon-Ah Park, Seon Hui Jang, István M Ábrahám, Seong Kyu Han. Melatonin Suppresses the Kainate Receptor-Mediated Excitation on Gonadotropin-Releasing Hormone Neurons in Female and Male Prepubertal Mice. International journal of molecular sciences. 2020 Aug; 21(17):. doi: 10.3390/ijms21175991. [PMID: 32825350]
  • John W Finley, Stephen O Duke. Agnes Rimando, a Pioneer in the Fate of Glyphosate and Its Primary Metabolite in Plants. Journal of agricultural and food chemistry. 2020 May; 68(20):5623-5630. doi: 10.1021/acs.jafc.0c00811. [PMID: 32330026]
  • Sebastian T Soukup, Benedikt Merz, Achim Bub, Ingrid Hoffmann, Bernhard Watzl, Pablo Steinberg, Sabine E Kulling. Glyphosate and AMPA levels in human urine samples and their correlation with food consumption: results of the cross-sectional KarMeN study in Germany. Archives of toxicology. 2020 05; 94(5):1575-1584. doi: 10.1007/s00204-020-02704-7. [PMID: 32232512]
  • Kuniko Kusama-Eguchi. [Research in Motor Neuron Diseases Caused by Natural Substances: Focus on Pathological Mechanisms of Neurolathyrism]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 2019; 139(4):609-615. doi: 10.1248/yakushi.18-00202. [PMID: 30930396]
  • Patrizia Ambrogini, Maria Cristina Albertini, Michele Betti, Claudia Galati, Davide Lattanzi, David Savelli, Michael Di Palma, Stefania Saccomanno, Desirée Bartolini, Pierangelo Torquato, Gabriele Ruffolo, Fabiola Olivieri, Francesco Galli, Eleonora Palma, Andrea Minelli, Riccardo Cuppini. Neurobiological Correlates of Alpha-Tocopherol Antiepileptogenic Effects and MicroRNA Expression Modulation in a Rat Model of Kainate-Induced Seizures. Molecular neurobiology. 2018 Oct; 55(10):7822-7838. doi: 10.1007/s12035-018-0946-7. [PMID: 29468563]
  • Nor Aqilah Binti Mohd Yusuf Yeo, Sangu Muthuraju, Jia Hui Wong, Faruque Reza Mohammed, Mohd Harizal Senik, Jingli Zhang, Siti Rafidah Yusof, Hasnan Jaafar, Mohd Llham Adenan, Habsah Mohamad, Tengku Sifzizul Tengku Muhammad, Jafri Malin Abdullah. Hippocampal amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid GluA1 (AMPA GluA1) receptor subunit involves in learning and memory improvement following treatment with Centella asiatica extract in adolescent rats. Brain and behavior. 2018 09; 8(9):e01093. doi: 10.1002/brb3.1093. [PMID: 30105867]
  • Todd D Prickett, Jared J Gartner, Yardena Samuels. Genetic and Functional Analysis of GRIN2A in Tumor Samples. Methods in molecular biology (Clifton, N.J.). 2017; 1677(?):93-116. doi: 10.1007/978-1-4939-7321-7_3. [PMID: 28986867]
  • Narong Chamkasem, Tiffany Harmon. Direct determination of glyphosate, glufosinate, and AMPA in soybean and corn by liquid chromatography/tandem mass spectrometry. Analytical and bioanalytical chemistry. 2016 Jul; 408(18):4995-5004. doi: 10.1007/s00216-016-9597-6. [PMID: 27150204]
  • Bastien Joubert, Philippe Kerschen, Anastasia Zekeridou, Virginie Desestret, Véronique Rogemond, Marie-Océane Chaffois, François Ducray, Vincent Larrue, Benoit Daubail, Ahmed Idbaih, Dimitri Psimaras, Jean-Christophe Antoine, Jean-Yves Delattre, Jérôme Honnorat. Clinical Spectrum of Encephalitis Associated With Antibodies Against the α-Amino-3-Hydroxy-5-Methyl-4-Isoxazolepropionic Acid Receptor: Case Series and Review of the Literature. JAMA neurology. 2015 Oct; 72(10):1163-9. doi: 10.1001/jamaneurol.2015.1715. [PMID: 26280228]
  • Wei-Lun Hsu, Hui-Wen Chung, Chih-Yueh Wu, Huei-Ing Wu, Yu-Tao Lee, En-Chan Chen, Weilun Fang, Yen-Chung Chang. Glutamate Stimulates Local Protein Synthesis in the Axons of Rat Cortical Neurons by Activating α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid (AMPA) Receptors and Metabotropic Glutamate Receptors. The Journal of biological chemistry. 2015 Aug; 290(34):20748-20760. doi: 10.1074/jbc.m115.638023. [PMID: 26134564]
  • Yuji Mano, Osamu Takenaka, Kazutomi Kusano. High-performance liquid chromatography-tandem mass spectrometry method for the determination of perampanel, a novel α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor antagonist in human plasma. Journal of pharmaceutical and biomedical analysis. 2015 Mar; 107(?):56-62. doi: 10.1016/j.jpba.2014.12.018. [PMID: 25569285]
  • P D Callaghan, C A Wimberley, G L Rahardjo, P J Berghofer, T Q Pham, T Jackson, D Zahra, T Bourdier, N Wyatt, I Greguric, N R Howell, R Siegele, Z Pastuovic, F Mattner, C Loc'h, M C Gregoire, A Katsifis. Comparison of in vivo binding properties of the 18-kDa translocator protein (TSPO) ligands [(18)F]PBR102 and [ (18)F]PBR111 in a model of excitotoxin-induced neuroinflammation. European journal of nuclear medicine and molecular imaging. 2015 Jan; 42(1):138-51. doi: 10.1007/s00259-014-2895-3. [PMID: 25231248]
  • Zhongshun Guo, Guosheng Cao, Haopeng Yang, Huana Zhou, Long Li, Zhengyu Cao, Boyang Yu, Junping Kou. A combination of four active compounds alleviates cerebral ischemia-reperfusion injury in correlation with inhibition of autophagy and modulation of AMPK/mTOR and JNK pathways. Journal of neuroscience research. 2014 Oct; 92(10):1295-306. doi: 10.1002/jnr.23400. [PMID: 24801159]
  • Christina A von Roemeling, Derek C Radisky, Laura A Marlow, Simon J Cooper, Stefan K Grebe, Panagiotis Z Anastasiadis, Han W Tun, John A Copland. Neuronal pentraxin 2 supports clear cell renal cell carcinoma by activating the AMPA-selective glutamate receptor-4. Cancer research. 2014 Sep; 74(17):4796-810. doi: 10.1158/0008-5472.can-14-0210. [PMID: 24962026]
  • Tommi Möykkynen, Sarah K Coleman, Artur Semenov, Kari Keinänen. The N-terminal domain modulates α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor desensitization. The Journal of biological chemistry. 2014 May; 289(19):13197-205. doi: 10.1074/jbc.m113.526301. [PMID: 24652293]
  • Anatoly A Mokrushin, Larisa I Pavlinova. Effects of the blood components on the AMPA and NMDA synaptic responses in brain slices in the onset of hemorrhagic stroke. General physiology and biophysics. 2013 Dec; 32(4):489-504. doi: 10.4149/gpb_2013038. [PMID: 24067282]
  • Ying Xie, Xi Huang, Sui-yu Hu, Ying-jin Zhang, Yang Wang, Xin-jian Qiu, Ping Ren, Rong Fan, Chun-hu Zhang, Wei-bin Xie, Hui Ji, Juan He, Xiao Chen, Linhong Xie, Zhao-qian Liu, Hong-hao Zhou. The involvement of AMPA-ERK1/2-BDNF pathway in the mechanism of new antidepressant action of prokinetic meranzin hydrate. Amino acids. 2013 Feb; 44(2):413-22. doi: 10.1007/s00726-012-1347-2. [PMID: 22782214]
  • Joonwoo Lee, Yi Jae Hong, Ji Seon Yang, Soomuk Cho, Sang June Hahn, Shin Hee Yoon. Inhibitory effects of acorn extract on glutamate-induced calcium signaling in cultured rat hippocampal neurons. Biological & pharmaceutical bulletin. 2013; 36(3):331-8. doi: 10.1248/bpb.b12-00263. [PMID: 23449322]
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