2-Aminoadipic acid (BioDeep_00000227599)

Main id: BioDeep_00000001297

Secondary id: BioDeep_00000398048

human metabolite PANOMIX_OTCML-2023 BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


DL-2-Aminohexanedioic acid

化学式: C6H11NO4 (161.0688046)
中文名称: 2-氨基己二酸, L-α-氨基己二酸, 2-氨基己二酸水合物, DL-α-氨基己二酸
谱图信息: 最多检出来源 Macaca mulatta(otcml) 9.03%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

2-Aminoadipic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/2-aminoadipic_acid (retrieved 2024-11-22) (BioDeep RN: BioDeep_00000227599). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(CC(C(=O)O)N)CC(=O)O
InChI: InChI=1S/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11)

描述信息

Aminoadipic acid, also known as a-aminoadipate or Aad, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Aminoadipic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Aminoadipic acid exists in all eukaryotes, ranging from yeast to humans. Within humans, aminoadipic acid participates in a number of enzymatic reactions. In particular, aminoadipic acid can be biosynthesized from allysine; which is mediated by the enzyme Alpha-aminoadipic semialdehyde dehydrogenase. In addition, aminoadipic acid and oxoglutaric acid can be converted into oxoadipic acid and L-glutamic acid; which is catalyzed by the enzyme kynurenine/alpha-aminoadipate aminotransferase, mitochondrial. In humans, aminoadipic acid is involved in the metabolic disorder called 2-aminoadipic 2-oxoadipic aciduria. Outside of the human body, Aminoadipic acid is found, on average, in the highest concentration within a few different foods, such as wheats, milk (cow), and ryes and in a lower concentration in dills, garden onions, and white cabbages. Aminoadipic acid has also been detected, but not quantified in, several different foods, such as barley, cow milks, cow milks, cow milks, and cow milks. This could make aminoadipic acid a potential biomarker for the consumption of these foods. Aminoadipic acid is a potentially toxic compound. Aminoadipic acid, with regard to humans, has been found to be associated with several diseases such as alpha-aminoadipic and alpha-ketoadipic aciduria, colorectal cancer, metastatic melanoma, and eosinophilic esophagitis; aminoadipic acid has also been linked to the inborn metabolic disorder 2-ketoadipic acidemia.
A metabolite in the principal biochemical pathway of lysine. It antagonizes neuroexcitatory activity modulated by the glutamate receptor, N-methyl-D-aspartate; (NMDA).
D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018691 - Excitatory Amino Acid Antagonists
Aminoadipic acid is an intermediate in the metabolism of lysine and saccharopine.
Aminoadipic acid is an intermediate in the metabolism of lysine and saccharopine.

同义名列表

41 个代谢物同义名

DL-2-Aminohexanedioic acid; DL-alpha-Aminoadipic acid; L-2-Aminohexanedioic acid; (+/-)-2-aminoadipic acid; L-alpha-Aminoadipic acid; Acid, 2-aminohexanedioic; alpha-Amino-adipic acid; 2-Aminohexanedioic acid; Acid, alpha-aminoadipic; 2 Aminohexanedioic acid; alpha Aminoadipic acid; DL-2-Aminohexanedioate; alpha-Aminoadipic acid; L-2-Aminohexanedioate; DL-a-Aminoadipic acid; DL-alpha-Aminoadipate; DL-Α-aminoadipic acid; DL-2-Aminoadipic acid; L-2-Aminoadipic acid; L-alpha-Aminoadipate; (+/-)-2-aminoadipate; Acid, 2-aminoadipic; Acid, 2 aminoadipic; Aminoadipic acid, 2; alpha-Aminoadipate; α-Aminoadipic acid; a-Aminoadipic acid; 2 Aminoadipic acid; 2-Aminoadipic acid; DL-Α-aminoadipate; DL-a-Aminoadipate; DL-2-Aminoadipate; L-2-Aminoadipate; Aminoadipic acid; 2-Aminoadipate; a-Aminoadipate; Α-aminoadipate; Aminoadipate; Aad; 2-Aminoadipic acid; L-2-Aminoadipate



数据库引用编号

21 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)

2 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

  • Dietmar Funck, Malte Sinn, Giuseppe Forlani, Jörg S Hartig. Guanidine production by plant homoarginine-6-hydroxylases. eLife. 2024 Apr; 12(?):. doi: 10.7554/elife.91458. [PMID: 38619227]
  • Mingjian Shi, Chuan Wang, Hao Mei, Marinella Temprosa, Jose C Florez, Mark Tripputi, Jordi Merino, Loren Lipworth, Xiao-Ou Shu, Robert E Gerszten, Thomas J Wang, Joshua A Beckman, Jorge L Gamboa, Jonathan D Mosley, Jane F Ferguson. Genetic Architecture of Plasma Alpha-Aminoadipic Acid Reveals a Relationship With High-Density Lipoprotein Cholesterol. Journal of the American Heart Association. 2022 06; 11(11):e024388. doi: 10.1161/jaha.121.024388. [PMID: 35621206]
  • Yedi Zhou, Yu Xu, Xiang Zhang, Qian Huang, Wei Tan, Yonghui Yang, Xiaori He, Shigeo Yoshida, Peiquan Zhao, Yun Li. Plasma levels of amino acids and derivatives in retinopathy of prematurity. International journal of medical sciences. 2021; 18(15):3581-3587. doi: 10.7150/ijms.63603. [PMID: 34522185]
  • Chi-Jen Lo, Yu-Shien Ko, Su-Wei Chang, Hsiang-Yu Tang, Cheng-Yu Huang, Yu-Chen Huang, Hung-Yao Ho, Chih-Ming Lin, Mei-Ling Cheng. Metabolic signatures of muscle mass loss in an elderly Taiwanese population. Aging. 2020 12; 13(1):944-956. doi: 10.18632/aging.202209. [PMID: 33410783]
  • João Leandro, Tetyana Dodatko, Robert J DeVita, Hongjie Chen, Brandon Stauffer, Chunli Yu, Sander M Houten. Deletion of 2-aminoadipic semialdehyde synthase limits metabolite accumulation in cell and mouse models for glutaric aciduria type 1. Journal of inherited metabolic disease. 2020 11; 43(6):1154-1164. doi: 10.1002/jimd.12276. [PMID: 32567100]
  • Matias Estaras, Fatma Z Ameur, Mario Estévez, Silvia Díaz-Velasco, Antonio Gonzalez. The lysine derivative aminoadipic acid, a biomarker of protein oxidation and diabetes-risk, induces production of reactive oxygen species and impairs trypsin secretion in mouse pancreatic acinar cells. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2020 Nov; 145(?):111594. doi: 10.1016/j.fct.2020.111594. [PMID: 32738373]
  • Juliette Bouchereau, Manuel Schiff. Inherited Disorders of Lysine Metabolism: A Review. The Journal of nutrition. 2020 10; 150(Suppl 1):2556S-2560S. doi: 10.1093/jn/nxaa112. [PMID: 33000154]
  • Cristina Razquin, Miguel Ruiz-Canela, Clary B Clish, Jun Li, Estefania Toledo, Courtney Dennis, Liming Liang, Albert Salas-Huetos, Kerry A Pierce, Marta Guasch-Ferré, Dolores Corella, Emilio Ros, Ramon Estruch, Enrique Gómez-Gracia, Montse Fitó, Jose Lapetra, Dora Romaguera, Angel Alonso-Gómez, Lluis Serra-Majem, Jordi Salas-Salvadó, Frank B Hu, Miguel A Martínez-González. Lysine pathway metabolites and the risk of type 2 diabetes and cardiovascular disease in the PREDIMED study: results from two case-cohort studies. Cardiovascular diabetology. 2019 11; 18(1):151. doi: 10.1186/s12933-019-0958-2. [PMID: 31722714]
  • Wang-Yang Xu, Yan Shen, Houbao Zhu, Junhui Gao, Chen Zhang, Lingyun Tang, Shun-Yuan Lu, Chun-Ling Shen, Hong-Xin Zhang, Ziwei Li, Peng Meng, Ying-Han Wan, Jian Fei, Zhu-Gang Wang. 2-Aminoadipic acid protects against obesity and diabetes. The Journal of endocrinology. 2019 11; 243(2):111-123. doi: 10.1530/joe-19-0157. [PMID: 31454789]
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  • Zhipeng A Wang, Yu Zeng, Yadagiri Kurra, Xin Wang, Jeffery M Tharp, Erol C Vatansever, Willie W Hsu, Susie Dai, Xinqiang Fang, Wenshe R Liu. A Genetically Encoded Allysine for the Synthesis of Proteins with Site-Specific Lysine Dimethylation. Angewandte Chemie (International ed. in English). 2017 01; 56(1):212-216. doi: 10.1002/anie.201609452. [PMID: 27910233]
  • Izabella Agostinho Pena, Lygia Azevedo Marques, Ângelo B A Laranjeira, José A Yunes, Marcos N Eberlin, Alex MacKenzie, Paulo Arruda. Mouse lysine catabolism to aminoadipate occurs primarily through the saccharopine pathway; implications for pyridoxine dependent epilepsy (PDE). Biochimica et biophysica acta. Molecular basis of disease. 2017 01; 1863(1):121-128. doi: 10.1016/j.bbadis.2016.09.006. [PMID: 27615426]
  • Tatiana Yuzyuk, Aiping Liu, Amanda Thomas, JoDell E Wilson, Irene De Biase, Nicola Longo, Marzia Pasquali. A novel method for simultaneous quantification of alpha-aminoadipic semialdehyde/piperideine-6-carboxylate and pipecolic acid in plasma and urine. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2016 Apr; 1017-1018(?):145-152. doi: 10.1016/j.jchromb.2016.02.043. [PMID: 26970849]
  • Alastair B Ross, Cecilia Svelander, Ingrid Undeland, Rui Pinto, Ann-Sofie Sandberg. Herring and Beef Meals Lead to Differences in Plasma 2-Aminoadipic Acid, β-Alanine, 4-Hydroxyproline, Cetoleic Acid, and Docosahexaenoic Acid Concentrations in Overweight Men. The Journal of nutrition. 2015 Nov; 145(11):2456-63. doi: 10.3945/jn.115.214262. [PMID: 26400963]
  • Jacob Hagen, Heleen te Brinke, Ronald J A Wanders, Alida C Knegt, Esmee Oussoren, A Jeannette M Hoogeboom, George J G Ruijter, Daniel Becker, Karl Otfried Schwab, Ingo Franke, Marinus Duran, Hans R Waterham, Jörn Oliver Sass, Sander M Houten. Genetic basis of alpha-aminoadipic and alpha-ketoadipic aciduria. Journal of inherited metabolic disease. 2015 Sep; 38(5):873-9. doi: 10.1007/s10545-015-9841-9. [PMID: 25860818]
  • Shoichiro Funatsu, Takashi Kondoh, Takahiro Kawase, Hiromi Ikeda, Mao Nagasawa, D Michael Denbow, Mitsuhiro Furuse. Long-term consumption of dried bonito dashi (a traditional Japanese fish stock) reduces anxiety and modifies central amino acid levels in rats. Nutritional neuroscience. 2015 Aug; 18(6):256-64. doi: 10.1179/1476830514y.0000000124. [PMID: 24701973]
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  • Mariana Utrera, David Morcuende, Mario Estévez. Temperature of frozen storage affects the nature and consequences of protein oxidation in beef patties. Meat science. 2014 Mar; 96(3):1250-7. doi: 10.1016/j.meatsci.2013.10.032. [PMID: 24334047]
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  • Isaac Ferrer-López, Pedro Ruiz-Sala, Begoña Merinero, Celia Pérez-Cerdá, Magdalena Ugarte. Determination of urinary alpha-aminoadipic semialdehyde by LC-MS/MS in patients with congenital metabolic diseases. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2014 Jan; 944(?):141-3. doi: 10.1016/j.jchromb.2013.10.032. [PMID: 24316525]
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