N-Methyl-D-aspartic acid (BioDeep_00000001395)

 

Secondary id: BioDeep_00001871790

human metabolite


代谢物信息卡片


(2R)-2-(methylamino)butanedioic acid

化学式: C5H9NO4 (147.0531554)
中文名称: N-甲基-D-天冬氨酸水合物, N-甲基天冬氨酸, N-甲基-D-天冬氨酸
谱图信息: 最多检出来源 Bos taurus(endogenous) 50%

分子结构信息

SMILES: CNC(CC(=O)O)C(=O)O
InChI: InChI=1S/C5H9NO4/c1-6-3(5(9)10)2-4(7)8/h3,6H,2H2,1H3,(H,7,8)(H,9,10)

描述信息

N-Methyl-D-aspartic acid is an amino acid derivative acting as a specific agonist at the NMDA receptor, and therefore mimics the action of the neurotransmitter glutamate on that receptor. In contrast to glutamate, NMDA binds to and regulates the above receptor only, but not other glutamate receptors. NMDA is a water-soluble endogenous metabolite that plays an important role in the neuroendocrine system of species across Animalia (PMID:18096065). It was first synthesized in the 1960s (PMID:14056452). NMDA is an excitotoxin; this trait has applications in behavioural neuroscience research. The body of work utilizing this technique falls under the term "lesion studies." Researchers apply NMDA to specific regions of an (animal) subjects brain or spinal cord and subsequently test for the behaviour of interest, such as operant behaviour. If the behaviour is compromised, it suggests that the destroyed tissue was part of a brain region that made an important contribution to the normal expression of that behaviour. Examples of antagonists of the NMDA receptor are ketamine, amantadine, dextromethorphan (DXM), riluzole, and memantine. They are commonly referred to as NMDA receptor antagonists (PMID:28877137).
N-Methyl-D-aspartic acid is an amino acid derivative acting as a specific agonist at the NMDA receptor, and therefore mimics the action of the neurotransmitter glutamate on that receptor. In contrast to glutamate, NMDA binds to and regulates the above receptor only, but not other glutamate receptors.
D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018690 - Excitatory Amino Acid Agonists
N-Methyl-DL-aspartic acid is a glutamate analogue and a?NMDA?receptor?agonist and can be used for neurological diseases research[1][2].

同义名列表

24 个代谢物同义名

(2R)-2-(methylamino)butanedioic acid; (R)-2-Methylamino-succinic acid; 2-Methylamino-succinic acid; (R)-2-Methylamino-succinate; N-Methyl-DL-aspartic acid; Acid, N-methyl-D-aspartic; N-Methyl D-aspartic acid; N Methyl D aspartic acid; N-Methyl-D-aspartic acid; 2-Methylamino-succinate; N-Methyl aspartic acid; N-Methylaspartic acid; N-Methyl-D-aspartate; Methyl aspartic acid; N-Methyl D-aspartate; N Methyl D aspartate; N-Methyl aspartate; N-Methylaspartate; N Methylaspartate; Methyl aspartate; UNII:EU52DFC4WJ; N-Me-D-asp-OH; NMDA; N-Methyl-aspartic acid



数据库引用编号

22 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(1)

BioCyc(0)

PlantCyc(0)

代谢反应

33 个相关的代谢反应过程信息。

Reactome(33)

BioCyc(0)

WikiPathways(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

  • Jiaojiao Wang, Abolfazl Akbari, Marjan Chardahcherik, Jun Wu. Ginger (Zingiber Officinale Roscoe) ameliorates ethanol-induced cognitive impairment by modulating NMDA and GABA-A receptors in rat hippocampus. Metabolic brain disease. 2023 Nov; ?(?):. doi: 10.1007/s11011-023-01301-8. [PMID: 37966694]
  • Han Shuai, Mao Hua, Jin Tingting, Yan Rubing, Wang Ziyi, Zhang Jie, Shi Jianwen, Liang Yongxin. Inhibitory effect of berberine on morphine tolerance and hyperalgesia in mice. Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan. 2023 10; 43(5):915-924. doi: 10.19852/j.cnki.jtcm.20230802.006. [PMID: 37679979]
  • Dmitry A Sibarov, Zoia D Zhuravleva, Margarita A Ilina, Sergei I Boikov, Yulia D Stepanenko, Tatiana V Karelina, Sergei M Antonov. Unveiling the Role of Cholesterol in Subnanomolar Ouabain Rescue of Cortical Neurons from Calcium Overload Caused by Excitotoxic Insults. Cells. 2023 08; 12(15):. doi: 10.3390/cells12152011. [PMID: 37566090]
  • Mohammad Keimasi, Kowsar Salehifard, Sayyed Jafar Hoseini, Fariba Esmaeili, Noushin Mirshah Jafar Esfahani, Mohammadreza Amirsadri, Mohammadjavad Keimasi, Majid Moradmand, Mohammad Reza Mofid. Purified Native Protein Extracted from the Venom of Agelena orientalis Attenuates Memory Defects in the Rat Model of Glutamate-Induced Excitotoxicity. The protein journal. 2023 Aug; ?(?):. doi: 10.1007/s10930-023-10140-6. [PMID: 37531037]
  • 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]
  • Kenan Yıldızhan, Mustafa Nazıroğlu. NMDA Receptor Activation Stimulates Hypoxia-Induced TRPM2 Channel Activation, Mitochondrial Oxidative Stress, and Apoptosis in Neuronal Cell Line: Modular Role of Memantine. Brain research. 2023 Mar; 1803(?):148232. doi: 10.1016/j.brainres.2023.148232. [PMID: 36610553]
  • Afiqq Aiman B Abd Ghapor, Nurul Alimah Abdul Nasir, Igor Iezhitsa, Renu Agarwal, Norhafiza Razali. Neuroprotection by trans-resveratrol in rats with N-methyl-D-aspartate (NMDA)-induced retinal injury: insights into the role of adenosine A1 receptors. Neuroscience research. 2023 Feb; ?(?):. doi: 10.1016/j.neures.2023.02.004. [PMID: 36796452]
  • Ming Gao, Yi Wu, Lishou Yang, Faju Chen, Liangqun Li, Qiji Li, Yu Wang, Lilang Li, Mei Peng, Yanfang Yan, Juan Yang, Xiaosheng Yang. Anti-depressant-like effect of fermented Gastrodia elata Bl. by regulating monoamine levels and BDNF/NMDAR pathways in mice. Journal of ethnopharmacology. 2023 Jan; 301(?):115832. doi: 10.1016/j.jep.2022.115832. [PMID: 36283636]
  • Wenda Zhu, Yiping Fan, Yanbing Li, Lizhi Peng, Yifang Li, Fengxia Yan, Jiaqiang Zhao, Lei Zhang, Hiroshi Kurihara, Rongrong He, Heru Chen. Hybridization of amantadine with gardenamide A enhances NMDA antagonism and in vivo anti-PD effects. Bioorganic chemistry. 2023 01; 130(?):106223. doi: 10.1016/j.bioorg.2022.106223. [PMID: 36356372]
  • Xiao-Hong Li, Jie-Jun Fu, Xiao-Juan Shi, Yun-Na Zhang, Min Shao, Shao-Jie Yue, Chen Li, Zi-Qiang Luo. Sp1 mediated the inhibitory effect of glutamate on pulmonary surfactant synthesis. PloS one. 2023; 18(8):e0289530. doi: 10.1371/journal.pone.0289530. [PMID: 37556489]
  • Faju Chen, Li Wang, Fengli Jin, Liangqun Li, Tao Wang, Ming Gao, Lilang Li, Yu Wang, Zhongsheng Lou, Juan Yang, Qiji Li, Xiaosheng Yang. Neuroprotection of Kaji-Ichigoside F1 via the BDNF/Akt/mTOR Signaling Pathways against NMDA-Induced Neurotoxicity. International journal of molecular sciences. 2022 Dec; 23(24):. doi: 10.3390/ijms232416150. [PMID: 36555790]
  • Meixi He, Yingang Feng, Yi Wang, Mengchun Cheng, Xiaozhe Zhang, Lihua Zhang. Discovery of a cysteine-rich peptide with glycation modification from Achyranthes bidentata Blume. Fitoterapia. 2022 Nov; 163(?):105338. doi: 10.1016/j.fitote.2022.105338. [PMID: 36270560]
  • Haiying Guan, Ting Yan, Dongyang Wu, Alok Shiomurti Tripathi. Epifriedelinol Ameliorates the Neuropathic Pain and Recovers the Function in Spinal Cord Injury by Downregulation of Neuronal Apoptosis and NMDA Receptor. The Tohoku journal of experimental medicine. 2022 Sep; 258(2):143-148. doi: 10.1620/tjem.2022.j065. [PMID: 35965095]
  • 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]
  • Afiqq Aiman Abd Ghapor, Igor Iezhitsa, Renu Agarwal, Nurul Alimah Abdul Nasir. Intravitreal Trans-Resveratrol Ameliorates NMDA-Induced Optic Nerve and Retinal Injury. Current eye research. 2022 Jun; 47(6):866-873. doi: 10.1080/02713683.2022.2033270. [PMID: 35188034]
  • Yasunori Iwata, Yusuke Nakade, Shinji Kitajima, Shiori Yoneda-Nakagawa, Megumi Oshima, Norihiko Sakai, Hisayuki Ogura, Koichi Sato, Tadashi Toyama, Yuta Yamamura, Taro Miyagawa, Hiroka Yamazaki, Akinori Hara, Miho Shimizu, Kengo Furuichi, Masashi Mita, Kenji Hamase, Tomohiro Tanaka, Motohiro Nishida, Wataru Muramatsu, Hisashi Yamamoto, Shigeyuki Shichino, Satoshi Ueha, Kouji Matsushima, Takashi Wada. Protective effect of d-alanine against acute kidney injury. American journal of physiology. Renal physiology. 2022 06; 322(6):F667-F679. doi: 10.1152/ajprenal.00198.2021. [PMID: 35435002]
  • Tung-Hsia Liu, Hsiao-Hui Tsou, Ren-Hua Chung, Shu Chih Liu, Sheng-Chang Wang, Hsiang-Wei Kuo, Chiu-Ping Fang, Andrew C H Chen, Yu-Li Liu. Association of the D-amino acid oxidase gene with methadone dose in heroin dependent patients under methadone maintenance treatment. Journal of human genetics. 2022 May; 67(5):273-278. doi: 10.1038/s10038-021-01008-7. [PMID: 34983973]
  • Amy Kunchok, Andrew McKeon, Anastasia Zekeridou, Eoin P Flanagan, Divyanshu Dubey, Vanda A Lennon, Christopher J Klein, John R Mills, Sean J Pittock. Autoimmune/Paraneoplastic Encephalitis Antibody Biomarkers: Frequency, Age, and Sex Associations. Mayo Clinic proceedings. 2022 03; 97(3):547-559. doi: 10.1016/j.mayocp.2021.07.023. [PMID: 34955239]
  • Mette Scheller Nissen, Maren Synnøve Ørvik, Anna Christine Nilsson, Matias Ryding, Magnus Lydolph, Morten Blaabjerg. NMDA-receptor encephalitis in Denmark from 2009 to 2019: a national cohort study. Journal of neurology. 2022 Mar; 269(3):1618-1630. doi: 10.1007/s00415-021-10738-9. [PMID: 34351472]
  • Steven L Gonias, Michael A Banki, Pardis Azmoon, Haylie K Romero, Christina J Sigurdson, Elisabetta Mantuano, Wendy M Campana. Cellular prion protein in human plasma-derived extracellular vesicles promotes neurite outgrowth via the NMDA receptor-LRP1 receptor system. The Journal of biological chemistry. 2022 03; 298(3):101642. doi: 10.1016/j.jbc.2022.101642. [PMID: 35090893]
  • Iryna Ivanivna Kamyshna, Larysa Borysivna Pavlovych, Aleksandr Mychailovich Kamyshnyi. Association between NMDA gene polymorphism (rs4880213) and GRIN2B blood serum levels in thyroid pathology patients. Journal of medicine and life. 2022 Jan; 15(1):109-116. doi: 10.25122/jml-2021-0372. [PMID: 35186144]
  • Libor Uttl, Tomáš Hložek, Pavel Mareš, Tomáš Páleníček, Hana Kubová. Anticonvulsive Effects and Pharmacokinetic Profile of Cannabidiol (CBD) in the Pentylenetetrazol (PTZ) or N-Methyl-D-Aspartate (NMDA) Models of Seizures in Infantile Rats. International journal of molecular sciences. 2021 Dec; 23(1):. doi: 10.3390/ijms23010094. [PMID: 35008517]
  • J W Liao, P Ma, H H Yang, J Y Pan. [mRNA level of N-methyl-D-aspartic acid receptor NR1 subunit in patients with major depressive disorder and its relationship with clinical features]. Zhonghua yi xue za zhi. 2021 Oct; 101(39):3227-3231. doi: 10.3760/cma.j.cn112137-20210306-00573. [PMID: 34689535]
  • Qiang Gao, Dan-Feng Tian, Dan-Dan Zhang, Yang-Yang Guo, Jing-Feng Lin, Gan-Lu Liu, Ze Chang, Yu-Chun Wang, Zhen-Yun Han. Tongluo Huatan capsule improves cognitive function by regulating the endocytosis of N-methyl-D-aspartic acid receptors mediated by clathrin in a rat model of vascular dementia. Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan. 2021 10; 41(5):771-778. doi: 10.19852/j.cnki.jtcm.2021.05.011. [PMID: 34708636]
  • 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]
  • Clara Woods, Jose Marques-Lopes, Natalina H Contoreggi, Teresa A Milner, Virginia M Pickel, Gang Wang, Michael J Glass. Tumor Necrosis Factor α Receptor Type 1 Activation in the Hypothalamic Paraventricular Nucleus Contributes to Glutamate Signaling and Angiotensin II-Dependent Hypertension. The Journal of neuroscience : the official journal of the Society for Neuroscience. 2021 02; 41(6):1349-1362. doi: 10.1523/jneurosci.2360-19.2020. [PMID: 33303682]
  • Neeru M Sharma, Andréa S Haibara, Kenichi Katsurada, Shyam S Nandi, Xuefei Liu, Hong Zheng, Kaushik P Patel. Central Ang II (Angiotensin II)-Mediated Sympathoexcitation: Role for HIF-1α (Hypoxia-Inducible Factor-1α) Facilitated Glutamatergic Tone in the Paraventricular Nucleus of the Hypothalamus. Hypertension (Dallas, Tex. : 1979). 2021 01; 77(1):147-157. doi: 10.1161/hypertensionaha.120.16002. [PMID: 33296248]
  • Gollapalle Lakshminarayanashastry Viswanatha, Hanumanthappa Shylaja, Darisi Venkata Kishore, Marikunte V Venkataranganna, Nunna Bheema Lingeswara Prasad. Acteoside Isolated from Colebrookea oppositifolia Smith Attenuates Epilepsy in Mice Via Modulation of Gamma-Aminobutyric Acid Pathways. Neurotoxicity research. 2020 Dec; 38(4):1010-1023. doi: 10.1007/s12640-020-00267-0. [PMID: 32803629]
  • Pavel Montes de Oca Balderas, Mauricio Matus Núñez, Arturo Picones, Arturo Hernández-Cruz. NMDAR in cultured astrocytes: Flux-independent pH sensor and flux-dependent regulator of mitochondria and plasma membrane-mitochondria bridging. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2020 12; 34(12):16622-16644. doi: 10.1096/fj.202001300r. [PMID: 33131132]
  • Yue Yang, Lingyue Gao, Yixuan Niu, Xiang Li, Wenwu Liu, Xiaowen Jiang, Yaqian Liu, Qingchun Zhao. Kukoamine A Protects against NMDA-Induced Neurotoxicity Accompanied with Down-Regulation of GluN2B-Containing NMDA Receptors and Phosphorylation of PI3K/Akt/GSK-3β Signaling Pathway in Cultured Primary Cortical Neurons. Neurochemical research. 2020 Nov; 45(11):2703-2711. doi: 10.1007/s11064-020-03114-y. [PMID: 32892226]
  • Indre Lapeikaite, Vilmantas Pupkis, Vladas Neniskis, Osvaldas Ruksenas, Vilma Kisnieriene. Glutamate and NMDA affect cell excitability and action potential dynamics of single cell of macrophyte Nitellopsis obtusa. Functional plant biology : FPB. 2020 11; 47(12):1032-1040. doi: 10.1071/fp20074. [PMID: 33213696]
  • Haipeng Cheng, Qingmei Cheng, Xingwen Bao, Yongyu Luo, Yan Zhou, Yanghang Li, Qingzhong Hua, Wei Liu, Siyuan Tang, Dandan Feng, Ziqiang Luo. Over-activation of NMDA receptors promotes ABCA1 degradation and foam cell formation. Biochimica et biophysica acta. Molecular and cell biology of lipids. 2020 10; 1865(10):158778. doi: 10.1016/j.bbalip.2020.158778. [PMID: 32745694]
  • Alice Franchi, Marco Pedrazzi, Alessandro Alberto Casazza, Enrico Millo, Gianluca Damonte, Annalisa Salis, Nara Liessi, Franco Onofri, Antonella Marte, Silvia Casagrande, Roberta De Tullio, Patrizia Perego, Monica Averna. A Bioactive Olive Pomace Extract Prevents the Death of Murine Cortical Neurons Triggered by NMDAR Over-Activation. Molecules (Basel, Switzerland). 2020 09; 25(19):. doi: 10.3390/molecules25194385. [PMID: 32987671]
  • Wei-Ting Liu, Meng-Hong Jiang, Zhi-Fu Wang, Mei-Feng Zheng, Xiao-Mei Chen, Liang-Ping Zhang, Sheng-Xiang Liang, Xiang-Mei Yu. [Effect of wrist-ankle acupuncture on the expression of glutamate and NMDA receptor of the spinal dorsal horn in rats with neuropathic pain]. Zhen ci yan jiu = Acupuncture research. 2020 Aug; 45(8):623-7. doi: 10.13702/j.1000-0607.190794. [PMID: 32869571]
  • 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]
  • Hailou Zhang, Yan Sun, Shiyu Qian, Rui Ge, Xiaoyan Guo, Qinqin Shen, Li Sheng, Chunying Nie, Yi Zhang, Yao Yao, Tong Zhou, Wei Wang, Wenda Xue, Gang Chen. Yueju-Ganmaidazao Decoction confers rapid antidepressant-like effects and the involvement of suppression of NMDA/NO/cGMP signaling. Journal of ethnopharmacology. 2020 Mar; 250(?):112380. doi: 10.1016/j.jep.2019.112380. [PMID: 31707048]
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  • Yi-Min Kuo, Pei-Chien Hsu, Chia-Chi Hung, Ya-Yu Hu, Yu-Jie Huang, Yu-Ling Gan, Chun-Hua Lin, Feng-Shiun Shie, Wen-Kuei Chang, Lung-Sen Kao, Mei-Yung Tsou, Yi-Hsuan Lee. Soluble Epoxide Hydrolase Inhibition Attenuates Excitotoxicity Involving 14,15-Epoxyeicosatrienoic Acid-Mediated Astrocytic Survival and Plasticity to Preserve Glutamate Homeostasis. Molecular neurobiology. 2019 Dec; 56(12):8451-8474. doi: 10.1007/s12035-019-01669-8. [PMID: 31257558]
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