spaglumic acid (BioDeep_00000015163)

Main id: BioDeep_00000002799

 

PANOMIX_OTCML-2023


代谢物信息卡片


N-acetyl-L-aspartyl-L-glutamate

化学式: C11H16N2O8 (304.0907)
中文名称: 异冬谷酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=O)NC(CC(=O)O)C(=O)NC(CCC(=O)O)C(=O)O
InChI: InChI=1S/C11H16N2O8/c1-5(14)12-7(4-9(17)18)10(19)13-6(11(20)21)2-3-8(15)16/h6-7H,2-4H2,1H3,(H,12,14)(H,13,19)(H,15,16)(H,17,18)(H,20,21)/t6-,7-/m0/s1

描述信息

R - Respiratory system > R01 - Nasal preparations > R01A - Decongestants and other nasal preparations for topical use > R01AC - Antiallergic agents, excl. corticosteroids
C78273 - Agent Affecting Respiratory System > C29712 - Anti-asthmatic Agent > C29714 - Mast Cell Stabilizer
D019141 - Respiratory System Agents > D018927 - Anti-Asthmatic Agents > D001993 - Bronchodilator Agents
D018377 - Neurotransmitter Agents > D018494 - Histamine Agents > D006633 - Histamine Antagonists
S - Sensory organs > S01 - Ophthalmologicals > S01G - Decongestants and antiallergics
D002491 - Central Nervous System Agents > D018696 - Neuroprotective Agents
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents
D009676 - Noxae > D009498 - Neurotoxins
D018926 - Anti-Allergic Agents
D020011 - Protective Agents
Spaglumic Acid (N-Acetylaspartylglutamic acid) is a neuropeptide found in millimolar concentrations in brain.

同义名列表

7 个代谢物同义名

N-acetyl-L-aspartyl-L-glutamate; N-Acetylaspartylglutamate; Isospaglumic acid; spaglumic acid; NAAG; N-Acetylaspartylglutamic acid; N-Acetylaspartylglutamate



数据库引用编号

13 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。

亚细胞结构定位 关联基因列表


文献列表

  • František Sedlák, Aleš Kvasnička, Barbora Marešová, Radana Brumarová, Dana Dobešová, Kateřina Dostálová, Karolína Šrámková, Martin Pehr, Pavel Šácha, David Friedecký, Jan Konvalinka. Parallel Metabolomics and Lipidomics of a PSMA/GCPII Deficient Mouse Model Reveal Alteration of NAAG Levels and Brain Lipid Composition. ACS chemical neuroscience. 2024 Apr; 15(7):1342-1355. doi: 10.1021/acschemneuro.3c00494. [PMID: 38377674]
  • J R Swann, I Garcia-Perez, V Braniste, I D Wilson, J E Sidaway, J K Nicholson, S Pettersson, E Holmes. Application of 1H NMR spectroscopy to the metabolic phenotyping of rodent brain extracts: A metabonomic study of gut microbial influence on host brain metabolism. Journal of pharmaceutical and biomedical analysis. 2017 Sep; 143(?):141-146. doi: 10.1016/j.jpba.2017.05.040. [PMID: 28595107]
  • H Rosewich, P Dechent, C Krause, A Ohlenbusch, K Brockmann, J Gärtner. Diagnostic and prognostic value of in vivo proton MR spectroscopy for Zellweger syndrome spectrum patients. Journal of inherited metabolic disease. 2016 11; 39(6):869-876. doi: 10.1007/s10545-016-9965-6. [PMID: 27488561]
  • Devender Bairwa, Virendra Kumar, Surabhi Vyas, Bimal Kumar Das, Achal Kumar Srivastava, Ravinder M Pandey, Surendra K Sharma, Naranamangalam R Jagannathan, Sanjeev Sinha. Case control study: magnetic resonance spectroscopy of brain in HIV infected patients. BMC neurology. 2016 Jul; 16(?):99. doi: 10.1186/s12883-016-0628-x. [PMID: 27405321]
  • Ramandeep Garg, Lorraine Brennan, Ruth K Price, Julie M W Wallace, J J Strain, Mike J Gibney, Peter R Shewry, Jane L Ward, Lalit Garg, Robert W Welch. Using NMR-Based Metabolomics to Evaluate Postprandial Urinary Responses Following Consumption of Minimally Processed Wheat Bran or Wheat Aleurone by Men and Women. Nutrients. 2016 Feb; 8(2):96. doi: 10.3390/nu8020096. [PMID: 26901221]
  • Kohnosuke Kinoshita, Kotaro Arai, Kazuaki Kawaura, Tetsuaki Hiyoshi, Jun-ichi Yamaguchi. Development, validation, and application of a surrogate analyte method for determining N-acetyl-l-aspartyl-l-glutamic acid levels in rat brain, plasma, and cerebrospinal fluid. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2015 Oct; 1003(?):1-11. doi: 10.1016/j.jchromb.2015.09.005. [PMID: 26386976]
  • Radka Tušková, Boris Lipták, Pavol Szomolányi, Oľga Vančová, Oľga Uličná, Zuzana Sumbalová, Jarmila Kucharská, Michal Dubovický, Siegfried Trattnig, Tibor Liptaj, Svatava Kašparová. Neuronal marker recovery after Simvastatin treatment in dementia in the rat brain: in vivo magnetic resonance study. Behavioural brain research. 2015 May; 284(?):257-64. doi: 10.1016/j.bbr.2015.02.016. [PMID: 25698600]
  • Sangeeta Ray Banerjee, Mrudula Pullambhatla, Hassan Shallal, Ala Lisok, Ronnie C Mease, Martin G Pomper. A modular strategy to prepare multivalent inhibitors of prostate-specific membrane antigen (PSMA). Oncotarget. 2011 Dec; 2(12):1244-53. doi: 10.18632/oncotarget.415. [PMID: 22207391]
  • Lisenka E L M Vissers, Virginia Fano, Diego Martinelli, Belinda Campos-Xavier, Domenico Barbuti, Tae-Joon Cho, Ahmet Dursun, Ok Hwa Kim, Sun Hee Lee, Giuseppina Timpani, Gen Nishimura, Sheila Unger, Jörn Oliver Sass, Joris A Veltman, Han G Brunner, Luisa Bonafé, Carlo Dionisi-Vici, Andrea Superti-Furga. Whole-exome sequencing detects somatic mutations of IDH1 in metaphyseal chondromatosis with D-2-hydroxyglutaric aciduria (MC-HGA). American journal of medical genetics. Part A. 2011 Nov; 155A(11):2609-16. doi: 10.1002/ajmg.a.34325. [PMID: 22025298]
  • Anita Blanka Tryc, Güldan Alwan, Martin Bokemeyer, Annemarie Goldbecker, Hartmut Hecker, Marion Haubitz, Karin Weissenborn. Cerebral metabolic alterations and cognitive dysfunction in chronic kidney disease. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association. 2011 Aug; 26(8):2635-41. doi: 10.1093/ndt/gfq729. [PMID: 21216887]
  • Eva-Maria Ratai, Jeffrey P Bombardier, Chan-Gyu Joo, Lakshmanan Annamalai, Tricia H Burdo, Jennifer Campbell, Robert Fell, Reza Hakimelahi, Julian He, Patrick Autissier, Margaret R Lentz, Elkan F Halpern, Eliezer Masliah, Kenneth C Williams, Susan V Westmoreland, R Gilberto González. Proton magnetic resonance spectroscopy reveals neuroprotection by oral minocycline in a nonhuman primate model of accelerated NeuroAIDS. PloS one. 2010 May; 5(5):e10523. doi: 10.1371/journal.pone.0010523. [PMID: 20479889]
  • F Mochel, U F H Engelke, J Barritault, B Yang, N H McNeill, J N Thompson, A Vanderver, N I Wolf, M A Willemsen, F W Verheijen, F Seguin, R A Wevers, R Schiffmann. Elevated CSF N-acetylaspartylglutamate in patients with free sialic acid storage diseases. Neurology. 2010 Jan; 74(4):302-5. doi: 10.1212/wnl.0b013e3181cbcdc4. [PMID: 20101035]
  • Morris H Baslow, David N Guilfoyle. Are astrocytes the missing link between lack of brain aspartoacylase activity and the spongiform leukodystrophy in Canavan disease?. Neurochemical research. 2009 Sep; 34(9):1523-34. doi: 10.1007/s11064-009-9958-z. [PMID: 19319678]
  • Carolina Didonet Pederzolli, Francieli Juliana Rockenbach, Fernanda Rech Zanin, Nicoli Taiana Henn, Eline Coan Romagna, Angela M Sgaravatti, Angela T S Wyse, Clóvis M D Wannmacher, Moacir Wajner, Angela de Mattos Dutra, Carlos S Dutra-Filho. Intracerebroventricular administration of N-acetylaspartic acid impairs antioxidant defenses and promotes protein oxidation in cerebral cortex of rats. Metabolic brain disease. 2009 Jun; 24(2):283-98. doi: 10.1007/s11011-009-9137-6. [PMID: 19294497]
  • Soo Borson, James Scanlan, Seth Friedman, Elizabeth Zuhr, Julie Fields, Elizabeth Aylward, Rodney Mahurin, Todd Richards, Yoshimi Anzai, Michi Yukawa, Shingshing Yeh. Modeling the impact of COPD on the brain. International journal of chronic obstructive pulmonary disease. 2008; 3(3):429-34. doi: 10.2147/copd.s2066. [PMID: 18990971]
  • Dominick J O McIntyre, Rebecca A Charlton, Hugh S Markus, Franklyn A Howe. Long and short echo time proton magnetic resonance spectroscopic imaging of the healthy aging brain. Journal of magnetic resonance imaging : JMRI. 2007 Dec; 26(6):1596-606. doi: 10.1002/jmri.21198. [PMID: 17968966]
  • Barbara Tavazzi, Giuseppe Lazzarino, Paola Leone, Angela Maria Amorini, Francesco Bellia, Christopher G Janson, Valentina Di Pietro, Lia Ceccarelli, Sonia Donzelli, Jeremy S Francis, Bruno Giardina. Simultaneous high performance liquid chromatographic separation of purines, pyrimidines, N-acetylated amino acids, and dicarboxylic acids for the chemical diagnosis of inborn errors of metabolism. Clinical biochemistry. 2005 Nov; 38(11):997-1008. doi: 10.1016/j.clinbiochem.2005.08.002. [PMID: 16139832]
  • Youssef Sari. Serotonin1B receptors: from protein to physiological function and behavior. Neuroscience and biobehavioral reviews. 2004 Oct; 28(6):565-82. doi: 10.1016/j.neubiorev.2004.08.008. [PMID: 15527863]
  • Laura M Gehl, Omar H Saab, Tomasz Bzdega, Barbara Wroblewska, Joseph H Neale. Biosynthesis of NAAG by an enzyme-mediated process in rat central nervous system neurons and glia. Journal of neurochemistry. 2004 Aug; 90(4):989-97. doi: 10.1111/j.1471-4159.2004.02578.x. [PMID: 15287905]
  • Cyril Barinka, Pavel Sácha, Jan Sklenár, Petr Man, Karel Bezouska, Barbara S Slusher, Jan Konvalinka. Identification of the N-glycosylation sites on glutamate carboxypeptidase II necessary for proteolytic activity. Protein science : a publication of the Protein Society. 2004 Jun; 13(6):1627-35. doi: 10.1110/ps.04622104. [PMID: 15152093]
  • G Tsai, K S Dunham, U Drager, A Grier, C Anderson, J Collura, J T Coyle. Early embryonic death of glutamate carboxypeptidase II (NAALADase) homozygous mutants. Synapse (New York, N.Y.). 2003 Dec; 50(4):285-92. doi: 10.1002/syn.10263. [PMID: 14556233]
  • C Blondin, B Cholley, N Haeffner-Cavaillon, P Goldschmidt. [In vitro effects of antiallergic eyedrops on complement activation induced by particulate matter]. Journal francais d'ophtalmologie. 2003 Apr; 26(4):328-36. doi: . [PMID: 12843888]
  • Hanna Krawczyk, Wanda Gradowska. Characterisation of the 1H and 13C NMR spectra of N-acetylaspartylglutamate and its detection in urine from patients with Canavan disease. Journal of pharmaceutical and biomedical analysis. 2003 Mar; 31(3):455-63. doi: 10.1016/s0731-7085(02)00691-x. [PMID: 12615232]
  • Dean J Bacich, Epolia Ramadan, Denise S O'Keefe, Noreen Bukhari, Iga Wegorzewska, Olumide Ojeifo, Rafal Olszewski, Craige C Wrenn, Tomasz Bzdega, Barbara Wroblewska, Warren D W Heston, Joseph H Neale. Deletion of the glutamate carboxypeptidase II gene in mice reveals a second enzyme activity that hydrolyzes N-acetylaspartylglutamate. Journal of neurochemistry. 2002 Oct; 83(1):20-9. doi: 10.1046/j.1471-4159.2002.01117.x. [PMID: 12358725]
  • Lioudmila Pliss, Daniela Jezová, Vladislav Mares, Vladimir J Balcar, Frantisek St'astný. N-Acetyl-L-aspartyl-L-glutamate changes functional and structural properties of rat blood-brain barrier. Neuroscience letters. 2002 Jan; 317(2):85-8. doi: 10.1016/s0304-3940(01)02423-5. [PMID: 11755246]
  • R X Moldrich, S F Giardina, P M Beart. Group II mGlu receptor agonists fail to protect against various neurotoxic insults induced in murine cortical, striatal and cerebellar granular pure neuronal cultures. Neuropharmacology. 2001 Jul; 41(1):19-31. doi: 10.1016/s0028-3908(01)00045-4. [PMID: 11445182]
  • A P Burlina, V Ferrari, P Divry, W Gradowska, C Jakobs, M J Bennett, A C Sewell, C Dionisi-Vici, A B Burlina. N-acetylaspartylglutamate in Canavan disease: an adverse effector?. European journal of pediatrics. 1999 May; 158(5):406-9. doi: 10.1007/s004310051102. [PMID: 10333125]
  • H Wang, Y J Fei, V Ganapathy, F H Leibach. Electrophysiological characteristics of the proton-coupled peptide transporter PEPT2 cloned from rat brain. The American journal of physiology. 1998 10; 275(4):C967-75. doi: 10.1152/ajpcell.1998.275.4.c967. [PMID: 9755050]
  • G Tsai, D C Goff, R W Chang, J Flood, L Baer, J T Coyle. Markers of glutamatergic neurotransmission and oxidative stress associated with tardive dyskinesia. The American journal of psychiatry. 1998 Sep; 155(9):1207-13. doi: 10.1176/ajp.155.9.1207. [PMID: 9734544]
  • B Wroblewska, J T Wroblewski, S Pshenichkin, A Surin, S E Sullivan, J H Neale. N-acetylaspartylglutamate selectively activates mGluR3 receptors in transfected cells. Journal of neurochemistry. 1997 Jul; 69(1):174-81. doi: 10.1046/j.1471-4159.1997.69010174.x. [PMID: 9202308]
  • A P Burlina, A Corazza, V Ferrari, P Erhard, B Künnecke, J Seelig, A B Burlina. Detection of increased urinary N-acetylaspartylglutamate in Canavan disease. European journal of pediatrics. 1994 Jul; 153(7):538-9. doi: 10.1007/bf01957015. [PMID: 7957376]
  • P B Toft, P Christiansen, O Pryds, H C Lou, O Henriksen. T1, T2, and concentrations of brain metabolites in neonates and adolescents estimated with H-1 MR spectroscopy. Journal of magnetic resonance imaging : JMRI. 1994 Jan; 4(1):1-5. doi: 10.1002/jmri.1880040102. [PMID: 7908545]
  • M Cassidy, J H Neale. N-acetylaspartylglutamate catabolism is achieved by an enzyme on the cell surface of neurons and glia. Neuropeptides. 1993 May; 24(5):271-8. doi: 10.1016/0143-4179(93)90015-3. [PMID: 8100987]
  • J R Moffett, M A Namboodiri, J H Neale. Enhanced carbodiimide fixation for immunohistochemistry: application to the comparative distributions of N-acetylaspartylglutamate and N-acetylaspartate immunoreactivities in rat brain. The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society. 1993 Apr; 41(4):559-70. doi: 10.1177/41.4.8450195. [PMID: 8450195]
  • A Plaitakis, E Constantakakis. Altered metabolism of excitatory amino acids, N-acetyl-aspartate and N-acetyl-aspartyl-glutamate in amyotrophic lateral sclerosis. Brain research bulletin. 1993; 30(3-4):381-6. doi: 10.1016/0361-9230(93)90269-h. [PMID: 8457887]
  • B S Slusher, G Tsai, G Yoo, J T Coyle. Immunocytochemical localization of the N-acetyl-aspartyl-glutamate (NAAG) hydrolyzing enzyme N-acetylated alpha-linked acidic dipeptidase (NAALADase). The Journal of comparative neurology. 1992 Jan; 315(2):217-29. doi: 10.1002/cne.903150208. [PMID: 1545010]
  • C G Frondoza, S Logan, G Forloni, J T Coyle. Production and characterization of monoclonal antibodies to N-acetyl-aspartyl-glutamate. The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society. 1990 Apr; 38(4):493-502. doi: 10.1177/38.4.2319120. [PMID: 2319120]
  • B Datz, C Sieger, M A Weibel. [NAAGA and cromoglycate. A comparison in the treatment of seasonal allergic rhinitis]. Laryngologie, Rhinologie, Otologie. 1988 Jun; 67(6):300-3. doi: . [PMID: 3136279]
  • A S Guarda, M B Robinson, L Ory-Lavollée, G L Forloni, R D Blakely, J T Coyle. Quantitation of N-acetyl-aspartyl-glutamate in microdissected rat brain nuclei and peripheral tissues: findings with a novel liquid phase radioimmunoassay. Brain research. 1988 Jun; 427(3):223-31. doi: 10.1016/0169-328x(88)90045-9. [PMID: 3401700]
  • R D Blakely, M B Robinson, R C Thompson, J T Coyle. Hydrolysis of the brain dipeptide N-acetyl-L-aspartyl-L-glutamate: subcellular and regional distribution, ontogeny, and the effect of lesions on N-acetylated-alpha-linked acidic dipeptidase activity. Journal of neurochemistry. 1988 Apr; 50(4):1200-9. doi: 10.1111/j.1471-4159.1988.tb10593.x. [PMID: 3346674]
  • M B Robinson, R D Blakely, R Couto, J T Coyle. Hydrolysis of the brain dipeptide N-acetyl-L-aspartyl-L-glutamate. Identification and characterization of a novel N-acetylated alpha-linked acidic dipeptidase activity from rat brain. The Journal of biological chemistry. 1987 Oct; 262(30):14498-506. doi: . [PMID: 3667587]
  • L Ory-Lavollée, R D Blakely, J T Coyle. Neurochemical and immunocytochemical studies on the distribution of N-acetyl-aspartylglutamate and N-acetyl-aspartate in rat spinal cord and some peripheral nervous tissues. Journal of neurochemistry. 1987 Mar; 48(3):895-9. doi: 10.1111/j.1471-4159.1987.tb05601.x. [PMID: 3543223]
  • R D Blakely, L Ory-Lavollée, R Grzanna, K J Koller, J T Coyle. Selective immunocytochemical staining of mitral cells in rat olfactory bulb with affinity purified antibodies against N-acetyl-aspartyl-glutamate. Brain research. 1987 Feb; 402(2):373-8. doi: 10.1016/0006-8993(87)90049-7. [PMID: 2435366]
  • P Lapalus, G Moulin, V Bayer, D Fredj-Reygrobellet, P P Elena. Effects of a new anti-allergic agent: the magnesium salt of N-acetyl-aspartyl-glutamic acid on experimental allergic inflammation of the rabbit eye. Current eye research. 1986 Jul; 5(7):517-22. doi: 10.3109/02713688608996374. [PMID: 3743112]
  • M Miyake, H Morino, M Mizobuchi, Y Kakimoto. N-acetyl-L-aspartic acid, N-acetyl-alpha-L-aspartyl-L-glutamic acid and beta-citryl-L-glutamic acid in human urine. Clinica chimica acta; international journal of clinical chemistry. 1982 Mar; 120(1):119-26. doi: 10.1016/0009-8981(82)90082-1. [PMID: 7067131]